Latest Episodes
#2344 - Failure Friday: “Fake Wedding Guest” Biz Fizzles Out
June 2, 2023
- 05:43
In this week’s Failure Friday segment, we hear from a side hustler who tries selling a service as a fake wedding guest who helps to fill...
#2343 - TBT: Vancouver Bike Tours Takes Scenic Route
June 1, 2023
- 05:15
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a cycling tour business that serves...
#2342 - Q&A: “How can I host a yoga and wellness retreat?”
May 31, 2023
- 04:11
Today’s caller is a yoga instructor with a vision to organize wellness retreats in serene locations. Let’s stretch our minds and see if...
About The Show
A daily show for everyone who works a regular job and wants to start an income-earning project on the side. In each episode, listeners will hear a different story of someone who's started a side hustle—along with what went well, how that person overcame challenges, and what happened as a result. The show is written and hosted by Chris Guillebeau, the New York Times bestselling author of The $100 Startup, The Happiness of Pursuit, and other books.
More Episodes
#2344 - Failure Friday: “Fake Wedding Guest” Biz Fizzles Out
June 2, 2023
- 05:43
In this week’s Failure Friday segment, we hear from a side hustler who tries selling a service as a fake wedding guest who helps to fill...
#2343 - TBT: Vancouver Bike Tours Takes Scenic Route
June 1, 2023
- 05:15
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a cycling tour business that serves...
#2342 - Q&A: “How can I host a yoga and wellness retreat?”
May 31, 2023
- 04:11
Today’s caller is a yoga instructor with a vision to organize wellness retreats in serene locations. Let’s stretch our minds and see if...
#2341 - Q&A: “There’s no money in personal training…”
May 30, 2023
- 05:05
Most personal trainers that I’ve talked to agree on one thing: there’s not much money in just the personal training. This is true even...
#2340 - First $1,000: Baltimore Photographer Starts Drone Instruction
May 29, 2023
- 05:59
In this week’s First $1,000 segment, we hear from a Baltimore photographer who finds inspiration high in the sky. His new business...
#2339 - Q&A: “How to offer content strategy services…?”
May 28, 2023
- 04:44
As a successful freelance copywriter, today’s caller is looking to transition into content strategy. How can he rebrand himself and find...
#2338 - Q&A: “Selling tote bags, but need to raise prices…”
May 27, 2023
- 04:48
Does the world need more tote bags? Apparently the answer is… maybe! Let’s hear from a listener selling eco-friendly tote bags at local...
#2337 - Failure Friday: Rent-a-Friend Fails to Launch in Tulsa
May 26, 2023
- 06:12
In this week’s Failure Friday segment, we hear from a small-town side hustler who tries to follow a popular business model from Japan....
#2336 - TBT: Social Media Manager Earns $4,000/Month Part-Time
May 25, 2023
- 05:46
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a social media manager who focuses on female fitness...
#2335 - Q&A: “I sell pet bandanas. How can I reach pet influencers on Instagram?”
May 24, 2023
- 05:30
She sells handmade pet bandanas, and wants to take her business to the next level—but she’s struggling with pet influencers not getting...
#2334 - Q&A: “Going from weddings to corporate photography…”
May 23, 2023
- 03:48
A semi-professional photographer has been specializing in wedding photography, and is now looking to expand his services into corporate...
#2333 - First $1,000: Home Improvement Employee Moonlights as Renovation Aide
May 22, 2023
- 05:59
In this week’s First $1,000 segment, we hear from someone who works at a home improvement store by day—and moonlights by advising...
#2332 - Q&A: “I’m adding a subscription box for soaps…”
May 21, 2023
- 04:18
A listener who sells handmade soap is considering adding a subscription box service, where customers receive a curated selection of...
#2331 - Q&A: “Cost-effective marketing strategies?”
May 20, 2023
- 04:44
Today's caller is on a mission to find cost-effective marketing strategies for their side hustle. How do you get the word out without...
#2330 - Failure Friday: Chicken Rental Service Fails to Egg-cite
May 19, 2023
- 06:04
In this week’s Failure Friday segment, we hear from a Boise entrepreneur with the goal of bringing chickens to city dwellers. Alas, in...
#2329 - TBT: Handywoman Offers DIY Home Repair Workshops
May 18, 2023
- 05:28
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Washington handywoman who operates a series of DIY...
#2328 - Q&A: “Voiceover artist offers voiceover coaching…”
May 17, 2023
- 04:43
A voiceover question from a voiceover artist on potential voiceover coaching for voiceover clients. Did you get that? Hint: it’s about...
#2327 - Q&A: “Reaching the right audience with digital prints…”
May 16, 2023
- 05:09
In today's episode, we have a question from a listener working on a side hustle creating and selling digital art prints online. How can...
#2326 - First $1,000: Baltimore Photographer Starts Drone Instruction
May 15, 2023
- 05:25
In this week’s First $1,000 segment, we hear from a Baltimore photographer who finds inspiration high in the sky. His new business...
#2325 - Q&A: “I'm looking to leverage my existing skills…”
May 14, 2023
- 05:10
In today’s episode, a talented graphic designer and marketer searches for a fulfilling side hustle that capitalizes on her existing...
#2324 - Q&A: “I want to offer home staging services…”
May 13, 2023
- 05:16
A listener in Vancouver wants to start a home staging side hustle. How can she build a portfolio of clients and develop the right...
#2323 - Failure Friday: “Looking back on my picnic misadventures…”
May 12, 2023
- 06:20
In this week’s Failure Friday segment, we hear from a Miami caterer who had a cute idea to sell customized picnic lunches....
#2322 - TBT: Mobile Pet Grooming Thrives in Oakland
May 11, 2023
- 06:04
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a startup employee offering a mobile pet grooming side...
#2321 - Q&A: “I’m a language tutor… and I need more students!”
May 10, 2023
- 05:31
A language tutor in Boston wants to focus more on her sessions and less on bringing in new students. How can she become fully...
#2320 - Q&A: “Handmade pottery sales have plateaued…”
May 9, 2023
- 05:02
A listener in Minnesota has been running a side hustle selling handmade pottery on Etsy for about a year. He had a good start with sales...
#2319 - First $1,000: “I wanted to explore AI-generated art…”
May 8, 2023
- 06:11
In this week’s First $1,000 segment, we hear from a real estate professional who makes and sells design elements that come from...
#2318 - Q&A: “How can I make eco-friendly surfboard wax??”
May 7, 2023
- 04:51
We've got a gnarly question today from Brad in San Diego: how can this software developer and surfer start a side business selling...
#2317 - Q&A: “Building a network as an introvert…”
May 6, 2023
- 03:58
Building a strong network is vital for side hustle success, but today’s caller is an introvert. Should he just “get over it,” or are...
#2316 - Failure Friday: “Puzzlemaster of Cleveland” Fails to Break Even
May 5, 2023
- 06:36
In this week’s Failure Friday segment, we hear from a city engineer who tries to bring “game night” to companies. Alas—it doesn’t turn...
#2315 - TBT: Tiny Home Consultant Designs Bespoke Blueprints
May 4, 2023
- 05:58
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a location independent editor who has a sideline as a...
#2314 - Q&A: “I’m a personal chef in New York City…”
May 3, 2023
- 04:33
An NYC personal chef wants to offer personalized cooking classes focused on healthy, plant-based meals. How can she attract the right...
#2313 - Q&A: “Structuring a freelance writing program…”
May 2, 2023
- 04:25
In this lively episode, we'll hear from a seasoned freelance writer with a background in journalism. He wants to make a coaching...
#2312 - First $1,000: “BritBox” Sends British-Themed Goods Worldwide
May 1, 2023
- 07:45
In this week’s First $1,000 segment, we hear from the founder of BritBox, a service that sends British-themed goods to lonely expats...
#2311 - Q&A: “Struggling to balance day job, family, and online boutique…”
April 30, 2023
- 04:60
If you're feeling overwhelmed by multiple commitments, this episode will give you three practical tips to help you streamline your side...
#2310 - Q&A: “How can I start a personal shopping business?”
April 29, 2023
- 04:58
A caller is interested in starting a personal shopping business. What’s the best way to approach this idea?Side Hustle School features a...
#2309 - Failure Friday: “Ultimate Wrinkle Inducer” MLM Flops
April 28, 2023
- 06:30
In this week’s Failure Friday segment, we hear from an office manager who gets sucked into a makeup MLM and lives to tell the tale. Side...
#2308 - TBT: “I transformed from work-from-home coach to corporate consultant…”
April 27, 2023
- 06:47
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a work-from-home coach who started her side hustle at...
#2307 - Q&A: “I want to do audio production for podcasts…”
April 26, 2023
- 05:38
Today we hear from Michael in Delaware, who’s interested in starting a podcast production business as a side hustle. He’s got the...
#2306 - Q&A: “I’m building a grocery-shopping app…”
April 25, 2023
- 05:14
A listener is developing a mobile app to “revolutionize the way people shop for groceries.” How can they get it funded?Side Hustle...
#2305 - First $1,000: Indian Woman Helps Indian Men Improve Dating Profiles
April 24, 2023
- 05:34
In this week’s First $1,000 segment, we hear from Priya in Bangalore. She has a side hustle helping men with their dating profiles—and...
#2304 - Q&A: “Sell more from my organic farm…”
April 23, 2023
- 04:19
A listener is struggling to find new customers for her organic farm produce. Should she drop out of farmers’ school, or put her hand to...
#2303 - Q&A: “I’m an accountant—how do I specialize??
April 22, 2023
- 04:21
As a solopreneur, this Canadian account is concerned that “choosing a niche” could mean losing his existing clients who don't meet that...
#2302 - Failure Friday: Airbnb Is Harder Than It Looks
April 21, 2023
- 06:52
In this week’s Failure Friday segment, we hear from a New York City resident who tries—and fails—to navigate the city’s tough rules on...
#2301 - TBT: Camera Affiliate Earns $100,000 in Commissions
April 20, 2023
- 07:59
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a camera gear affiliate who earns thousands of dollars a...
#2300 - Q&A: “When’s the right time to scale up?”
April 19, 2023
- 05:07
A listener is in the exciting but uncertain phase of considering whether to transition his growing freelance web design side hustle into...
#2299 - Q&A: “3D-printed prosthetics for marine animals…”
April 18, 2023
- 04:53
Here’s a new one: this caller wants to create customized 3D-printed prosthetics for marine animals like sea turtles and dolphins. Crazy...
#2298 - First $1,000: City Government Staffer Leads Virtual Events
April 17, 2023
- 05:37
In this week’s First $1,000 segment, we hear from a virtual events planner. If you need a virtual wedding, networking event, or gender...
#2297 - Q&A: “How can I market my online yoga course?”
April 16, 2023
- 05:26
In this episode, a yoga instructor looks to expand her business beyond the confines of her local studio. But how can she compete with so...
#2296 - Q&A: “Looking for low-risk, high-reward side hustles…”
April 15, 2023
- 06:59
Our listener, Brenda, is a single mom with a full-time job, looking to supplement her income from the comfort of her home. Accordingly,...
#2295 - Failure Friday: Flip Phone Reselling Fails to Cell Phones
April 14, 2023
- 05:05
In this week’s Failure Friday segment, we hear from a serial side hustler with the brilliant idea to sell flip phones—because who...
#2294 - TBT: eBay Consignment Seller Never Runs Out of Inventory
April 13, 2023
- 06:35
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an eBay consignment seller who decided to focus on...
#2293 - Q&A: “It’s hard to separate work from personal life…”
April 12, 2023
- 05:05
In this episode, we're addressing a concern that many freelancers, remote workers, and side hustlers can relate to: striking the right...
#2292 - Q&A: “Makin’ a dog walkin’ app…”
April 11, 2023
- 03:46
Woof! Today’s caller is a longtime listener with an idea for a mobile app that connects dog owners with local dog walkers.Side Hustle...
#2291 - First $1,000: Sign Language Interpretation Pays for Europe Trip
April 10, 2023
- 06:11
In this week’s First $1,000 segment, we hear from a school counselor with a side hustle in sign language interpretation. The extra...
#2290 - Q&A: “A social network to connect seniors with volunteers…”
April 9, 2023
- 04:60
Our caller from Canada has an idea for a social network that connects senior citizens with volunteer "grandchildren" for companionship....
#2289 - Q&A: “Bakin' cupcakes for fun and money…”
April 8, 2023
- 05:07
Today’s caller likes cupcakes (who doesn’t??) and they want to turn their love of sweet treats into regular revenue. Live from the...
#2288 - Failure Friday: “I tried wearing lettuce on my head to get attention…”
April 7, 2023
- 05:50
In this week’s Failure Friday segment, we hear from an aspiring fashion blogger. After failing to catch the world’s attention with her...
#2287 - TBT: Role-Playing Dungeon Master Earns $2,000/Month
April 6, 2023
- 06:47
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Canadian dungeon master who hosts tabletop...
#2286 - Q&A: “Introducing the plant-based diet for pets…”
April 5, 2023
- 04:57
Today’s caller is interested in starting a plant-based pet food delivery service. With the growing demand for healthier and more...
#2285 - Q&A: “An outdoor adventure and survival training school…”
April 4, 2023
- 04:35
Today we’ll hear from a caller with an idea for an outdoor adventure and survival training school for city-dwellers. You never know when...
#2284 - First $1,000: “I watched home renovation shows and decided to try it…”
April 3, 2023
- 05:06
In this week’s First $1,000 segment, we hear from a listener who flips houses when he’s not at his job in middle management. He learned...
#2283 - Q&A: “Staying motivated when life gets hectic…”
April 2, 2023
- 04:18
Life gets busy! How do you maintain motivation in the midst of it all? That’s what today’s listener is wondering about. I’ll give...
#2282 - Q&A: “An AI-powered personal shopping service…”
April 1, 2023
- 05:38
Today's caller is looking to dive into the world of technology and fashion by starting an AI-powered personal shopping and styling...
#2281 - Failure Friday: Minimalism Expert Becomes Disillusioned
March 31, 2023
- 05:39
In this week’s Failure Friday segment, we hear from a woman who sets up to become a subject matter expert in the world of...
#2280 - TBT: Corporate Exec Ditches Job for Side Hustle
March 30, 2023
- 04:60
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a freelance corporate auditor who leaves his corporate...
#2279 - Q&A: “I’d like to offer Virtual Reality therapy…”
March 29, 2023
- 04:56
Today's caller is exploring the intersection of psychology and technology and wants to bring virtual reality (VR) to the world of...
#2278 - Q&A: “Tips for handling customer service and support?”
March 28, 2023
- 04:50
You want to make sure you don’t end up in a situation where your limited side hustle time is spent only doing support—instead, you...
#2277 - First $1,000: Software Engineer Crafts Balloon Sculptures
March 27, 2023
- 05:10
In this week’s First $1,000 segment, we hear from an engineer who takes out his daytime frustrations on a series of side hustle balloon...
#2276 - Q&A: “I want to offer Creative Writing Workshops…”
March 26, 2023
- 04:28
Today’s caller has a passion for creative writing and wants to turn it into a side hustle by offering workshops. How can they go from...
# 2275 - Q&A: “How can a designer stand out in a crowded market?”
March 25, 2023
- 04:48
The market for web design is getting more crowded every day, and today's caller is looking for advice on how to make her business stand...
#2274 - Failure Friday: “My first client was a total nightmare…”
March 24, 2023
- 05:13
In this week’s Failure Friday segment, we hear from a woman who had a goal of becoming a personal shopper, but was stymied by a...
#2273 - TBT: Destination Wedding Officiant Travels Worldwide
March 23, 2023
- 05:54
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a destination wedding officiant who helps couples say...
#2272 - Q&A: “How can customer feedback improve my marketing?”
March 22, 2023
- 04:13
Gathering feedback from customers is an important tool for any small business owner, but it can be challenging to know how to use it...
#2271 - Q&A: “How can I become a sustainability consultant?”
March 21, 2023
- 04:21
With a background in environmental science and a passion for sustainability, today’s caller from Seattle is ready to launch a...
#2270 - First $1,000: Health & Wellness Writer Establishes Side Income
March 20, 2023
- 04:27
In this week’s First $1,000 segment, we hear from a freelance writer who works in the health and wellness field. She now earns several...
#2269 - Q&A: “What are the most effective ways to promote my side hustle?”
March 19, 2023
- 04:18
Sarah has a unique skill set—she’s a reiki practitioner—and is eager to put it to work in a side hustle. But how do you get the word out...
#2268 - Q&A: “How do I handle the transition from side hustle to full-time business?”
March 18, 2023
- 04:53
Today’s caller is ready to go from side hustle to full-time business! It’s always exciting when this happens, but it also produces...
#2267 - Failure Friday: The “American Ninja Warrior” Personal Trainer
March 17, 2023
- 05:01
In this week’s Failure Friday segment, we hear from a personal trainer who wanted to specialize to succeed in a crowded field. The...
#2266 - TBT: Successful Screenwriter Becomes Screenplay Consultant
March 16, 2023
- 05:07
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a freelance screenplay editor in Hollywood. In his new...
#2265 - Q&A: “Planning for a Haunted House in Dallas…”
March 15, 2023
- 04:26
Today's caller has a spooky idea. She wants to create a haunted house attraction, but she needs some guidance in bringing it to life....
#2264 - Q&A: “Indoor Vertical Farming has a lot of potential…”
March 14, 2023
- 03:31
Today we’ll hear from a listener who’s passionate about sustainable agriculture and believes that indoor vertical farming is the way of...
#2263 - First $1,000: Michigan Accountant Moonlights as Engagement Photographer
March 13, 2023
- 05:07
In this week’s First $1,000 segment, we hear from Elaine in Wayne County, Michigan. She’s an accountant for her day job and works as an...
#2262 - Q&A: “My dream is to own a Mobile Adventure Park…”
March 12, 2023
- 04:23
Today's caller is taking a leap of faith with a new and unique idea for a mobile adventure park. How can she make her vision a reality...
#2261 - Q&A: “How do I choose a legal structure for my side hustle?”
March 11, 2023
- 03:55
A new web developer wants to make sure they set up their business in a way that is efficient and effective, but they're not sure where...
#2260 - Failure Friday: The Influencer Who Quit Instagram
March 10, 2023
- 06:42
In this week’s Failure Friday segment, we hear from an aspiring influencer on her unsuccessful attempt to become a professional...
#2259 - TBT: “Car Parts Guy” Becomes Professional Reseller
March 9, 2023
- 05:11
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Chicago car parts reseller. After his first couple of...
#2258 - Q&A: “Should I go into business with my best friend?”
March 8, 2023
- 04:56
This caller’s best friend is gung-ho on starting a business with her, but the caller has concerns. How can she determine if this is the...
#2257 - Q&A: “An EV car rental side hustle??”
March 7, 2023
- 05:15
Sarah from Los Angeles is on the line today, and she's got a big idea brewing. Specifically, she’s thinking about starting a car rental...
#2256 - First $1,000: Spotify Musician Gets Paid for Yoga Streams
March 6, 2023
- 05:15
In this week’s First $1,000 segment, we hear from an independent musician who earns passive income from Spotify, focusing on keywords...
#2255 - Q&A: “A home-based meal delivery service for New York…”
March 5, 2023
- 04:31
Today’s caller has set his sights on starting a home-based meal delivery service, but wants to make sure he's covering all his bases....
#2254 - Q&A: “I’m starting an Edible Insect Farm…”
March 4, 2023
- 04:32
You read that right. This idea might seem buggy, but there could be a real market for it. Side Hustle School features a new episode...
#2253 - Failure Friday: ‘Helicopter Parent’ Disrupts Online Tutoring Session
March 3, 2023
- 04:50
In this week’s Failure Friday segment, we hear from a self-described “former online tutor.” His business started well, but was soon...
#2252 - TBT: Children’s Party Hostess Makes Magic and Money
March 2, 2023
- 04:24
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Little Princess Parties, a children’s...
#2251 - Q&A: “Mobile photo booths for events and parties…”
March 1, 2023
- 05:03
Today’s caller is interested in starting a mobile photo booth business, but wants to make sure she has a solid plan in place. Let's help...
#2250 - Q&A: “Can you pay taxes on a credit card to earn cash back?”
February 28, 2023
- 04:32
Tax season is coming up for many of us in the U.S., so today a caller wants to know about paying taxes on a credit card that offers cash...
#2249 - First $1,000: Bali Nomad Writes Copy for Local Businesses
February 27, 2023
- 04:23
\In this week’s First $1,000 segment, we hear from an Australian expat who moves to Bali to become a digital nomad. This is the story of...
#2248 - Q&A: “Managing inventory for digital items…”
February 26, 2023
- 04:58
If you’re selling a digital product, isn’t your inventory unlimited? This might sound like a trick question, but there’s more to it....
#2247 - Q&A: “How to become a Medical Billing Advocate?”
February 25, 2023
- 05:16
A caller is wondering about becoming a Medical Billing Advocate. This is someone who helps patients negotiate and lower their medical...
#2246 - Failure Friday: “My business was like a coupon, it expired too soon…”
February 24, 2023
- 06:39
In this week’s Failure Friday segment, we hear from someone who started a coupon directory website. Unfortunately, he ended up spending...
#2245 - TBT: “I've been keeping bees for the past five years…”
February 23, 2023
- 04:36
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Bay Area beekeeper who slings honey to the tune of...
#2244 - Q&A: “I want to become a vintage shopping concierge…”
February 22, 2023
- 05:18
I love hearing side hustle ideas from listeners! Today’s features a woman with a background in retail who wants to become a vintage...
#2243 - Q&A: “Can you set up a Shopify store in just an hour?”
February 21, 2023
- 04:51
Today’s listener poses a challenge: is it possible to set up a Shopify store in just an hour? The platform provides a lot of different...
#2242 - First $1,000: This Candle Maker Doesn’t Flame Out
February 20, 2023
- 04:52
In this week’s First $1,000 segment, we hear from a longtime candle lover who starts her own brand. After a few months, she reaches a...
#2241 - Q&A: “Email list hosting gets more and more expensive…”
February 19, 2023
- 05:01
Today’s listener has achieved a milestone: they have 3,000 people on their list! That’s great, but because email list providers charge...
#2240 - Q&A: “Betting on political markets using Kalshi…”
February 18, 2023
- 05:47
Platforms like Kalshi and Polymarket offer the ability to bet on political events, including presidential elections and cabinet...
#2239 - Failure Friday: “I wasn't making enough money to cover expenses…”
February 17, 2023
- 05:32
In this week’s Failure Friday segment, we hear from a travel agent who’s excited to take flight—until a trip she books for ten clients...
#2238 - TBT: ”I get to make dad jokes about adult toys all day…”
February 16, 2023
- 04:52
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a seller of adult toys and other items for sexual...
#2237 - Q&A: "Retro Resale" store sells floppy disks and cassette tapes
February 15, 2023
- 05:09
A listener wants to open an online store selling floppy disks and cassette tapes. He thinks there’s a renaissance for these items. Is he...
#2236 - Q&A: “What products are good to sell as a subscription?”
February 14, 2023
- 04:43
Recently we’ve looked at why there are so many subscriptions. Today’s caller wonders: what are some good physical products (i.e....
#2235 - First $1,000: “I built an Airbnb rental in my backyard…”
February 13, 2023
- 05:09
In this week’s First $1,000 segment, we hear from a serial side hustler who builds an ADU in his backyard, allowing him to earn...
#2234 - Q&A: “Help, my website keeps breaking…”
February 12, 2023
- 04:54
All you want to do is run your side hustle, take in orders, maybe grow your business, not just fix things that are broken—but these...
#2233 - Q&A: “Remote personal training from Pakistan…”
February 11, 2023
- 05:39
Today’s caller is from Pakistan, and he wants to operate a remote personal training side hustle. He’s qualified for this role and thinks...
#2232 - Failure Friday: Bunny Breeding Gone Bad
February 10, 2023
- 05:04
In this week’s Failure Friday segment, we hear from an aspiring bunny reader. After being inspired by a woman who breeds rabbits to pay...
#2231 - TBT: Plates and Bowls Using Fulfillment by Amazon
February 9, 2023
- 05:34
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a pottery maker who sells her dishes and bowls using...
#2230 - Q&A: “Side hustle opportunities for retirees…”
February 8, 2023
- 05:42
In this episode, a caller wonders about opportunities for retirees. Are some side hustles inherently better for someone in that...
#2229 - Q&A: “How to use ChatGPT and AI in a side hustle…”
February 7, 2023
- 06:09
A listener is wondering about AI, specifically ChatGPT, an incredible tool that’s been all over the news lately, and how it applies for...
#2228 - First $1,000: “Budget Bliss Weddings” Cuts the Cake
February 6, 2023
- 05:07
In this week’s First $1,000 segment, we hear from a wedding planner who specializes in budget ceremonies while still getting paid for...
#2227 - Q&A: “Conflict with my partner over my side hustle…”
February 5, 2023
- 05:25
Let’s have some real talk today: a side hustling caller is having a problem with her side hustle: her partner doesn’t like it. :(Side...
#2226 - Q&A: “Is it better to have prices end in the number 9?”
February 4, 2023
- 04:53
One of our callers has noticed that lots of stuff for sale ends in the number 9. Is this some scientifically proven marketing principle,...
#2225 - Failure Friday: “The scavenger hunt turned into a rainstorm…”
February 3, 2023
- 06:01
In this week’s Failure Friday segment, we hear from the aspirational owner of a scavenger hunt side hustle. On a big day for a major...
#2224 - TBT: Career Advisor Sells Resume Templates
February 2, 2023
- 05:17
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a career advisor who sells resume (CV) templates and...
#2223 - Q&A: “Side hustle opportunities for introverts…”
February 1, 2023
- 05:42
If you don’t like selling, or just talking to people all the time—I’m in that club!—what do you do?Side Hustle School features a new...
#2222 - Q&A: “I want to make and sell a pickleball paddle…”
January 31, 2023
- 05:29
Did you know that pickleball is the fastest-growing sport in the world? In this episode, a listener from Arizona wonders about making...
#2221 - First $1,000: “I get paid to take stock photos for licensing…”
January 30, 2023
- 05:30
In this week’s First $1,000 segment, we hear from a photographer who learns to take photos for stock image sites, earning a royalty...
#2220 - Q&A: “Can't find the time to grow my business!”
January 29, 2023
- 06:06
We often identify a lack of time as the primary obstacle to starting or growing a side hustle. Often, however, there’s a deeper problem...
#2219 - Q&A: “A subscription to manage other subscriptions…”
January 28, 2023
- 05:58
How many paid subscriptions do you have right now? I’m embarrassed to say I don’t know the answer for myself. Today, a caller wants to...
#2218 - Failure Friday: “I held a sock puppet show while processing transactions…”
January 27, 2023
- 05:41
In this week’s Failure Friday segment, we hear from a sock seller who eagerly sets up at a trade show, only to realize his credit card...
#2217 - TBT: “I put in long hours and worked hard to deliver quality work…”
January 26, 2023
- 04:53
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a web developer who goes from corporate to...
#2216 - Q&A: "Ebay selling feels less personal now..."
January 25, 2023
- 06:22
Longtime listeners know that I got my start in the world of entrepreneurship when I was 19 and learned to sell on eBay. Today, a caller...
#2215 - Q&A: “How to create ‘transformational’ online courses?”
January 24, 2023
- 04:56
What’s the latest in online education? That’s what one of our listeners who’s also a course creator wants to know. I’ll focus my answer...
#2214 - First $1,000: “I earn £2,500 per month leading London walking tours…”
January 23, 2023
- 05:44
In this week’s First $1,000 segment, we hear from a walking tour guide in London. He leads tours only on weekends and brings in an extra...
#2213 - Q&A: “Can I sell a calendar sometime other than January?”
January 22, 2023
- 04:19
Some business ideas are better suited for certain seasons—as we heard recently from a caller who referenced an episode about letters...
#2212 - Q&A: “Is there a summer camp for side hustlers?”
January 21, 2023
- 04:46
Today’s caller has an idea for adult summer camp with a side hustle focus. One of the reasons we have this segment is to look at...
#2211 - Failure Friday: “The client was shocked by the amount of taxes they owed…”
January 20, 2023
- 04:55
In this week’s Failure Friday segment, we hear from a new bookkeeper who makes a big mistake: she overstates the income on a client’s...
#2210 - TBT: “Expanding my product line paid off in a big way…”
January 19, 2023
- 05:31
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a seller of planners and journals. After expanding her...
#2209 - Q&A: “Can I deduct clothes and haircuts on my taxes?”
January 18, 2023
- 04:16
If you have a side hustle or even if you’re starting one and it doesn’t have revenue yet, you might be able to save a lot of money on...
#2208 - Q&A: “Which online resources are worth paying for?”
January 17, 2023
- 05:14
You could spend an unlimited amount of money on services and resources these days. What is essential—and what can you not worry...
#2207 - First $1,000: “I was over the moon with my first sale…”
January 16, 2023
- 04:50
In this week’s First $1,000 segment, we hear from an Etsy shop who’s served more than 1,500 customers and counting. How did she first...
#2206 - Q&A: “Can you sue telemarketers and get paid?”
January 15, 2023
- 04:60
A caller refers to a story of a guy who earned $7,000 from suing an annoying telemarketing company. What a great idea! The next time you...
#2205 - Q&A: “No one is seeing my Instagram posts…”
January 14, 2023
- 05:07
Aristotle once posed the question that philosophers have been debating ever since: if you post a selfie on Instagram and no one likes...
#2204 - Failure Friday: “I had to reel in my losses and start from scratch…”
January 13, 2023
- 04:58
In this week’s Failure Friday segment, we hear from a New England fisherman who opens his own fishing shop. All goes well until a big...
#2203 - TBT: “Teaching pole dancing has been incredibly rewarding…”
January 12, 2023
- 04:60
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Florida pole dance instructor. She’s hooked! Side...
#2202 - Q&A: “Can you really work two full-time jobs simultaneously?”
January 11, 2023
- 05:26
Multiworking—where people work multiple, full-time jobs simultaneously without either employer being aware of it—is a product of the...
#2201 - Q&A: “How can you buy and resell electric vehicles?”
January 10, 2023
- 05:37
In a few short years, electric vehicles (EVs) have gone from something novel to something that you see everywhere. When there’s high...
#2200 - First $1,000: “I started by setting up a booth at the farmer's market…”
January 9, 2023
- 04:44
In this week’s First $1,000 segment, we hear from a woman who makes and sells essential oils. By customizing her product line and...
#2199 - Q&A: “How to make a killer sales page?”
January 8, 2023
- 04:42
Today’s caller is looking to create a sales page that converts well. They want to overcome the objections of anyone who looks at it with...
#2198 - Q&A: “How to sell a ‘stop smoking in 30 days’ course?
January 7, 2023
- 05:53
Today’s caller wants to offer a course on quitting smoking, based on techniques that worked for them during their own struggle. They’d...
#2197 - Failure Friday: “On the day of the wedding, a huge storm rolled in…”
January 6, 2023
- 05:29
In this week’s Failure Friday segment, we hear from an event planner specializing in weddings. Everything goes perfectly at weddings,...
#2196 - TBT: “The monthly retainer was a huge confidence-booster…”
January 5, 2023
- 04:59
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a freelance commercial animator who works on TV shows...
#2195 - Q&A: “My revenue has plateaued at $180,000/year…”
January 4, 2023
- 04:55
Today’s caller has built her side hustle to a thriving brand. They’re earning about $50,000 a year on $180,000 in sales. But even though...
#2194 - Q&A: "How do you choose what to focus on?"
January 3, 2023
- 04:15
Today’s listener wants to start a retail business, but they aren’t sure whether it should be a clothing line or a home decor store. How...
#2193 - First $1,000: “I make an extra $100/day fixing broken phone screens…”
January 2, 2023
- 05:55
In this week’s First $1,000 segment, we hear from a listener who’s earning a few thousand dollars a month with a very simple business...
#2192 - Side Hustle School Season 7 Starts TODAY
January 1, 2023
- 07:48
We’re back with an all-new season! Here’s how year seven (!) of Side Hustle School will work. Side Hustle School features a new episode...
#2191 - Q&A: “Driving an RV across the country—can I get sponsored?”
December 31, 2022
- 04:43
Everyone, let’s pack all of our stuff up in an RV and hit the road. We just need a tripod for all those #vanlife photos we’re going to...
#2190 - Failure Friday: “I think I had some unrealistic expectations…”
December 30, 2022
- 06:15
In this week’s Failure Friday segment, we hear from a digital artist from the U.K. When he tried to launch an NFT project with 5,000...
#2189 - TBT: “I was just a girl with a passion for plants…”
December 29, 2022
- 04:38
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an online plant seller who’s sold thousands of...
#2188 - Q&A: “What's the best way to sell a simple digital download?”
December 28, 2022
- 03:46
Let’s say you have something to sell that is digitally delivered. What’s the best way to accept payment and get the item to buyers?Side...
#2187 - Q&A: “How to share men's lifestyle advice that isn’t toxic…”
December 27, 2022
- 05:06
I always love to hear from our community. You all are doing some interesting things! Let’s see if I can be somewhat helpful to Brody,...
#2186 - First $1,000: “I went door-to-door selling home alarms…”
December 26, 2022
- 05:50
In this week’s First $1,000 segment, we hear from a real-life door-to-door salesman. No really, this is a thing! Some door knockers can...
#2185 - Q&A: “I have a hard time asking for money…”
December 25, 2022
- 04:05
Merry Christmas! Our listener today is a financial advisor who specializes in helping clients tackle their debts and get their finances...
#2184 - Q&A: “Can I buy an existing small business?”
December 24, 2022
- 04:32
What if we could skip the whole startup phase of your side hustle and go straight to burgeoning retailer? None of that whole ideation...
#2183 - Failure Friday: “The sleigh kept getting bogged down…”
December 23, 2022
- 05:31
In this week’s Failure Friday segment, we hear from a previous caller from the North Pole. Last year he was experiencing a supply chain...
#2182 - TBT: “I’m now charging $100/hour for personal training…”
December 22, 2022
- 05:26
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a personal trainer who goes from clientless to fully...
#2181 - Q&A: “How to plan for a big New Year's Sale?”
December 21, 2022
- 03:56
January is a big month for the wellness industry, much more than the end-of-year holidays we’re in the midst of now. How can gym owners,...
#2180 - Q&A: ”My customer tried to barter with me ... after the sale!”
December 20, 2022
- 04:44
This really happened: after attending a paid workshop, a customer tries to barter by offering her energy healing services in lieu of...
#2179 - First $1,000: “I had no idea Hula Hoops were a seasonal business…”
December 19, 2022
- 05:17
In this week’s First $1,000 segment, we hear from Holly the Hula Hoop Hustler. She’s now earning up to $2,000/month selling hula hoops...
#2178 - Q&A: “An English-language anime club in Japan…”
December 18, 2022
- 04:31
Today’s caller wants to start an English-speaking anime club in Japan. With the country recently re-opened for visitors, let’s get this...
#2177 - Q&A: “Are pay-per-click ads cheaper on Pinterest?”
December 17, 2022
- 04:52
The two largest pay-per-click platforms are Facebook and Google—it’s how they make almost all of their money! But you can also run PPC...
#2176 - Failure Friday: “No one wanted my idea, even for free…”
December 16, 2022
- 04:45
In this week’s Failure Friday segment, we hear from a personal trainer who starts a virtual shoe-fitting service. Unfortunately, it...
#2175 - TBT: “I’ve matched my previous salary with 15 hours a week…”
December 15, 2022
- 06:54
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Los Angeles film editor who sets out to create a...
#2174 - Q&A: “Broker-liaison for overseas web developers…”
December 14, 2022
- 04:46
A caller has an idea to connect overseas web developers with clients in the U.S. How would this work, and how can they profit from...
#2173 - Q&A: “Does anyone make money from cat videos??”
December 13, 2022
- 03:34
Let’s talk about two of my favorite things in the world: cats and cat videos. A listener wonders if there’s any way to monetize them....
#2172 - First $1,000: “I help people get back their hacked accounts…”
December 12, 2022
- 04:39
In this week’s First $1,000 segment, we hear from a coder with an unusual side hustle: he helps clients recover their hacked or lost...
#2171 - Q&A: “Starting an instructional workshop…”
December 11, 2022
- 05:20
A caller from Ireland wants to start his own instructional workshop. How are live events different from other services—and what are some...
#2170 - Q&A: “How do I focus on retaining clients?”
December 10, 2022
- 04:33
Today we’re going to hear from a CPA in the midwest who wants to focus on retaining clients. This is more important than finding new...
#2169 - Failure Friday: “My virtual assistant was a fan of quiet quitting…”
December 9, 2022
- 06:11
In this week’s Failure Friday segment, we hear from the founder of an advisory service who hires his first assistant. The relationship...
#2168 - TBT: “I built out a Google sheet of people I trusted…”
December 8, 2022
- 06:06
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder and CEO of a lead generation / digital...
#2167 - Q&A: “I want to be a Door Dash driver for a day…”
December 7, 2022
- 04:09
Today’s caller wants to drive for Uber Eats, Door Dash, and Postmates—but it’s not what you think. He’s not looking for a new part-time...
#2166 - Q&A: “Can you still make $10,000 with voiceover work on Fiverr?”
December 6, 2022
- 05:23
In one of the early stories for the podcast that was also included in the Side Hustle book, a guy earned $10,000 in a short amount of...
#2165 - First $1,000: “Six people signed up, including two at the higher rate…”
December 5, 2022
- 06:01
In this week’s First $1,000 segment, we hear from a web designer who wants to get off the freelance train by creating a standardized...
#2164 - Q&A: “How to stand out with an end-of-year sale?”
December 4, 2022
- 04:27
Today’s caller has a retail business that is not typically dependent on holiday sales, but he wants to juice the numbers a bit. How can...
#2163 - Q&A: “Is making money from surveys still a thing?”
December 3, 2022
- 04:28
A number of apps, websites, and platforms promise that you can earn a few hundred dollars a month in exchange for your opinion. Is this...
#2162 - Failure Friday: “My maple syrup was stolen by a Canadian cartel…”
December 2, 2022
- 06:35
In this week’s Failure Friday segment, we hear from a maple syrup reseller (this is a thing) whose inventory was stolen by a Canadian...
#2161 - TBT: “I became the ambassador for a kickbike company…”
December 1, 2022
- 07:22
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Florida enthusiast who becomes America’s leading...
#2160 - Q&A: “I want to get paid to lobby for causes I believe in…”
November 30, 2022
- 05:03
Today’s listener is an aspiring political lobbyist—but this isn’t Job School, it’s Side Hustle School! Can she do part-time lobbying for...
#2159 - Q&A: “When’s the best time to start a seasonal business?”
November 29, 2022
- 04:31
If you’re not trying to be Jeff Bezos selling Christmas trees (his original business), you still might want a business that only...
#2158 - First $1,000: “From TaskRabbit to $4,000/month…”
November 28, 2022
- 05:24
In this week’s First $1,000 segment, we hear from a handyman who builds his part-time business to $4,000/month on TaskRabbit, and then...
#2157 - Q&A: “I’m ready for more passive income…”
November 27, 2022
- 05:24
Our listener is earning more than $50,000/year from three side projects. Whoo hoo! Still, he wants more of this income to be passive,...
#2156 - Q&A: "Every time I start to make progress, I hold back..."
November 26, 2022
- 04:59
A listener has a question about self-sabotage: whenever they find themselves moving forward, they end up backing away. What can be done...
#2155 - Failure Friday: “I never should have borrowed money to invest…”
November 25, 2022
- 05:07
In this week’s Failure Friday segment, we hear from a listener who borrowed money from a friend for an investment in a cryptocurrency...
#2154 - Give Thanks and Eat Pie: Special Thanksgiving Episode
November 24, 2022
- 03:46
In this special episode recorded in South Africa, Chris reflects on 5+ years of Side Hustle School and encourages listeners to eat more...
#2153 - Q&A: “How to profit from cover songs on Apple Music?”
November 23, 2022
- 05:28
If you’re familiar with any of the major streaming platforms, you might be aware that there are cover versions of lots of popular songs....
#2152 - Q&A: “I want to make an asexual dating app…”
November 22, 2022
- 05:07
Today’s caller has an idea to start her own app for people who identify as asexual (where you don’t feel much sexual attraction to...
#2151 - First $1,000: “I made a floor to ceiling chain of bananas…”
November 21, 2022
- 05:33
In this week’s First $1,000 segment, we hear from a Texas event planner who earns at least $2,000/month on the side. One early event...
#2150 - Q&A: “How can I make money with Zoom calls?”
November 20, 2022
- 05:02
Today’s listener wonders: how can the average person capitalize on the fact that so many people are much more comfortable with video...
#2149 - Q&A: “I’m a professional speed skater … how can I fundraise?”
November 19, 2022
- 05:30
An athletic listener from Minnesota seeks advice on starting a fundraising campaign. Will he need to improve his social media for more...
#2148 - Failure Friday: “I invested in a franchise and now I feel stuck…”
November 18, 2022
- 05:21
In this week’s Failure Friday segment, we hear from an investor who buys into a national franchise—then realizes he’s essentially bought...
#2147 - TBT: “Amazon Merch” Seller Moves 7,000 T-Shirts (& more!)
November 17, 2022
- 07:52
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a livestreamer who uses Amazon Merch on Demand to sell...
#2146 - Q&A: “Are there any alternatives to Patreon?”
November 16, 2022
- 04:19
An independent musician is looking for “something like Patreon but different.” What are her options?Side Hustle School features a new...
#2145 - Q&A: “How can I become a personal finance influencer?”
November 15, 2022
- 05:46
Today’s caller wants to enter the world of personal finance experts and influencers. As she notes, she’s not the only one! So if you...
#2144 - First $1,000: “Clients don’t want Wordpress, they want a website…”
November 14, 2022
- 05:29
In this week’s First $1,000 segment, we hear from the self-described “Wordpress Girl,” who starts a service helping female entrepreneurs...
#2143 - Q&A: “I’d like to teach wilderness survival classes…”
November 13, 2022
- 05:17
An outdoorsman from Montana wants to teach survival skills, but isn’t sure how to start. Can we help him get out of the woods?Side...
#2142 - Q&A: “Need to increase income as an adjunct professor…”
November 12, 2022
- 05:09
Today we hear from a professor of sociology who wants to make more money. Nothing wrong with that! Let’s see if we can help. Side Hustle...
#2141 - Failure Friday: “I wish I hadn’t told my friends about my hustle…”
November 11, 2022
- 05:40
In this week’s Failure Friday segment, we hear from a tech employee who starts an after-hours side hustle. This turns out to be … a...
#2140 - TBT: NYC Opera Singer Moonlights as Home Contractor
November 10, 2022
- 06:55
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New York City opera singer, home contractor, and...
#2139 - Q&A: “What’s the best way to outline a business idea?”
November 9, 2022
- 05:35
Let’s say you have an idea. What do you do next? Learning to develop this skill can help you with a lot of things, not just business...
#2138 - Q&A: “Can I make and sell Notion templates?”
November 8, 2022
- 04:45
The productivity app Notion describes itself as a a project management and note-taking software platform. It comes with 100 templates,...
#2137 - First $1,000: “I make $3,000/month with Instagram DMs…”
November 7, 2022
- 05:18
In this week’s First $1,000 segment, we hear from a listener with a very creative strategy: she earns up to $4,000/month through...
#2136 - Q&A: “When is it too late to change a business name?”
November 6, 2022
- 03:58
If you haven’t launched and realize your business needs a different name, it’s easy enough to change. But what about when you’re already...
#2135 - Q&A: “Millions of dollars for white noise tracks for Spotify ... this is crazy!”
November 5, 2022
- 05:32
A business recently made headlines for earning $9 million by streaming white noise tracks on Spotify. Is this still feasible for...
#2134 - Failure Friday: “My Facebook page with 40,000 fans was hacked…”
November 4, 2022
- 06:16
In this week’s Failure Friday segment, we hear from a coach who had been building her business on Facebook—until she made a mistake and...
#2133 - TBT: “It’s scary but I trust that I made the leap for a reason...”
November 3, 2022
- 07:16
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a multifaceted artist in Texas who makes ceramics,...
#2132 - Q&A: “I stopped delivering for my Patreon…”
November 2, 2022
- 04:49
An independent musician has a Patreon account funded by fans. Over the past few months, he’s stopped delivering updates and special...
#2131 - Q&A: “Should I pay to get verified on Instagram?”
November 1, 2022
- 05:03
Today’s caller has a service that promises to get her Instagram account verified for the low, low price of $2,000. Is this an amazing...
#2130 - First $1,000: “I earn a thousand dollars a week selling MacBooks…”
October 31, 2022
- 05:41
In this week’s First $1,000 segment, we hear from a college-aged reseller of MacBooks. He’s got it down to a science and is pulling in...
#2129 - Q&A: “Where can I find my first employee?”
October 30, 2022
- 05:18
Today a listener from Salt Lake City is ready to hire her first employee after growing her stationery brand slowly and steadily. What...
#2128 - Q&A: “Recovering after a failed partnership…”
October 29, 2022
- 04:49
Today we’re going to hear from a caller who’s previous venture didn’t work out. That one was a partnership with a friend that ended...
#2127 - Failure Friday: “Apple rejected my game before it even launched…”
October 28, 2022
- 06:35
In this week’s Failure Friday segment, we hear from a mobile game developer with an ambitious idea—so ambitious that it never got off...
#2126 - TBT: “Amazon booked a ‘Uke Night’ for virtual team-building…”
October 27, 2022
- 07:02
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Honolua Ukuleles, based in Calgary,...
#2125 - Q&A: “How can you resell video games if they’re digital?”
October 26, 2022
- 05:48
Over the past decade, more and more video games are delivered digitally. There’s no packaging and no waiting … and also no resale...
#2124 - Q&A: “I want to be the Zoom Dog Trainer!”
October 25, 2022
- 04:15
These days, we’re all used to Zoom and other videoconferencing for all sorts of things—but will it work for dog training?? Side Hustle...
#2123 - First $1,000: “I have 3 clients and $4,000/month in retainer fees…”
October 24, 2022
- 06:00
In this week’s First $1,000 segment, we hear from a Social Media Manager from Toronto. She has a day job she enjoys but—naturally—also...
#2122 - Q&A: “Where's the best place to hire contractors?”
October 23, 2022
- 05:58
Today’s caller is starting a *second* side hustle and wants to know where to find the best virtual assistants and other contractors.Side...
#2121 - Q&A: "Help, my bank said I can't open a business account!"
October 22, 2022
- 03:58
How do you keep your business and personal finances separate? Ideally with a different bank account—but this listener is having trouble...
#2120 - Failure Friday: “My anniversary sale was an epic fail…”
October 21, 2022
- 04:40
In this week’s Failure Friday segment, we hear from the founder of a membership site that’s going very well—until the founder stops...
#2119 - TBT: “It’s like a gym you only pay for if you don’t go…”
October 20, 2022
- 07:15
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Lazy Jar, an app that makes fitness...
#2118 - Q&A: “I want to make and sell firefighter merch…”
October 19, 2022
- 05:11
Shoutout to all firefighters and other first responders out there! Today we’ll hear from one of them who wants to put his free time at...
#2117 - Q&A: “I want to sell AI-generated art from DALL-E…”
October 18, 2022
- 04:56
AI art tools like Midjourney and DALL-E allow anyone to make all kinds of incredibly realistic, AI-generated images. Can you sell what...
#2116 - First $1,000: “My sister and I made this game to honor our dad…”
October 17, 2022
- 04:60
In this week’s First $1,000 segment, we hear from one-half of a sisterly team on a mission: inspired by their father, they’re making a...
#2115 - Q&A: “Like an airport lounge, just in a mall…”
October 16, 2022
- 04:46
Today’s caller has just come from an airline lounge—one of the better ones, it sounds like. He has an idea to take the concept and...
#2114 - Q&A: “My biggest problem is low self-confidence…”
October 15, 2022
- 04:50
Today’s caller has a detailed technical problem … no, wait—they have imposter syndrome. Do you have it too? Let’s hear from them and...
#2113 - Failure Friday: “I got sucked into hosting an MLM party…”
October 14, 2022
- 05:35
In this week’s Failure Friday segment, we hear from someone who learns an awkward lesson: no one wants to come to your network marketing...
#2112 - TBT: Typewriter Poetry for Weddings and Corporate Events
October 13, 2022
- 08:04
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Rent Poet, offering typewriter poetry for...
#2111 - Q&A: “Which pages are most important on a website?”
October 12, 2022
- 04:01
A consultant suggests that one of our listeners hire someone to create a bunch of specific pages organized around keywords. Is this a...
#2110 - Q&A: “I’m inventing underwater headphones for swimmers…”
October 11, 2022
- 04:51
A listener is inventing underwater headphones—but he’s stuck in the manufacturing stage. Can we help him keep his head above water? Side...
#2109 - First $1,000: “I sell pots and other plant holders on Amazon…”
October 10, 2022
- 05:12
In this week’s First $1,000 segment, we hear from a Fulfillment by Amazon seller. After detailed research, she found the perfect product...
#2108 - Q&A: ”Is there an app to evaluate business ideas?”
October 9, 2022
- 04:11
Today’s listener is looking for a specific resource: an app to help them evaluate and rank different business ideas. Does this exist?...
#2107 - Q&A: “Selling a user's guide to Shopify conversion…”
October 8, 2022
- 05:07
Today we’re going to hear from a listener with an idea to sell a guide on Shopify. You know Shopify—it used to be a little ecommerce...
#2106 - Failure Friday: “I tried to sell something no one wanted…”
October 7, 2022
- 05:26
In this week’s Failure Friday segment, we hear from a seller of gift baskets for college alumni—or at least, that’s what she *tried* to...
#2105 - TBT: “Mantra Medallions” Now Sold in 50+ Stores
October 6, 2022
- 07:47
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Mantra Medallions, offering inspirational...
#2104 - Q&A: "Help, my Amazon competitor is buying fake reviews!"
October 5, 2022
- 04:55
Today we’re going to hear from an Amazon seller with a problem that is (sadly) not unique: one of their competitors is buying up fake...
#2103 - Q&A: “How can I start a Korean makeup channel on YouTube?”
October 4, 2022
- 05:07
Today’s caller from Korea wants to make a YouTube channel all about makeup. It’s a hot topic, with some creators earning a lot of money...
#2102 - First $1,000: “I do watercolor paintings for corporate events…”
October 3, 2022
- 05:27
In this week’s First $1,000 segment, we hear from a Colorado artist who makes watercolor paintings at live events. He stumbled into this...
#2101 - Q&A: “Can I buy and resell plane tickets like concert tickets?”
October 2, 2022
- 03:57
Concert tickets are resellable—why not plane tickets? These days, most airfare is changeable or cancellable with minimal fees, so can...
#2100 - Q&A: “I bought and sold 75 Peloton bikes…”
October 1, 2022
- 04:37
Today’s caller took advantage of the “pandemic Peloton” trend and resold dozens of them! He’s got a story for us, and he’s also...
#2099 - Failure Friday: “I had tears in my eyes reading the response…”
September 30, 2022
- 05:33
In this week’s Failure Friday segment, we hear from a jewelry seller who almost gets taken out of commission by a highly negative...
#2098 - TBT: “Thirty years a parking lot striper…”
September 29, 2022
- 06:51
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a longtime parking lot striper (not stripper!) who’s...
#2097 - Q&A: “I want to take my seminar on the road…”
September 28, 2022
- 04:29
A listener has been teaching a local seminar on speed-reading. She now wants to take her show on the road … and quickly! What does she...
#2096 - Personal Finance Writer Monetizes Medium Posts
September 27, 2022
- 06:55
Hoping to pay off his debt, a policy analyst begins writing about personal finance. Before long, he was earning more than...
#2095 - First $1,000: “I left personal training to become a life coach…”
September 26, 2022
- 06:42
In this week’s First $1,000 segment, we hear from a personal trainer who makes a big change to become a life coach. Is she able to...
#2094 - Q&A: “I lost money on Bitcoin … is that tax-deductible?”
September 25, 2022
- 05:03
If you began investing in cryptocurrency at the top of the market, you might be sitting on some pretty significant losses. Today’s...
#2093 - Q&A: “I’m starting home improvement classes, with a twist…”
September 24, 2022
- 05:01
A listener plans to offer a series of online home improvement classes. Is this a good idea—and if so, how can she connect with potential...
#2092 - Failure Friday: “I had to issue refunds and cancel 50 orders…”
September 23, 2022
- 06:26
In this week’s Failure Friday segment, we hear from a successful Shopify store owner who sells party favors. Everything was going great,...
#2091 - TBT: Online Yoga for People with Chronic Illnesses
September 22, 2022
- 06:30
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Toronto yoga teacher who offers classes to people with...
#2090 - Q&A: “How much income should I reinvest in my business?”
September 21, 2022
- 04:23
It’s good to reinvest in your business, but not at any cost. Today’s caller wants to know if there’s a rule of thumb he can use in...
#2089 - Six-Figure Lawn Business Becomes Sign of the Times
September 20, 2022
- 06:23
A school teacher on maternity leave hits the books and finds her dream side hustle, replacing her day job income and then starting a...
#2088 - First $1,000: “I sell t-shirts for pug lovers on Amazon…”
September 19, 2022
- 05:11
In this week’s First $1,000 segment, we hear from an Amazon Merch on Demand seller. She’s sold thousands of t-shirts through the...
#2087 - Q&A: “Is it more important to be knowledgeable or relatable?”
September 18, 2022
- 05:01
A listener is trying to grow his Instagram following. Seems easy enough, right? Actually, no—lots of people struggle with this! It’s a...
#2086 - Q&A: “Can I get paid to teach people to play video games?”
September 17, 2022
- 05:14
Today’s caller is skilled at gaming, but can he make money from it? He also has a caveat: no eSports. He doesn’t want to play games...
#2085 - Failure Friday: "My boss discovered my side hustle by accident..."
September 16, 2022
- 06:13
In this week’s Failure Friday segment, we hear from a company employee who starts a side hustle making websites during the workday. It...
#2084 - TBT: “I finally learned to let go and delegate…”
September 15, 2022
- 06:36
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of FranchiseFilming.com. Since his last...
#2083 - Q&A: “What kinds of guides or reports sell the best?”
September 14, 2022
- 05:05
One of the ways you can profit from your knowledge is by compiling that knowledge into a detailed guide, report, or owner’s manual of...
#2082 - Nanotech Scientist Creates Antimicrobial Product
September 13, 2022
- 07:39
After creating an antimicrobial coating for facemasks, a scientist applies the product to his own armpits in an attempt to reduce odor...
#2081 - First $1,000: “I got paid to walk dogs while I was on work calls…”
September 12, 2022
- 04:54
In this week’s First $1,000 segment, we hear from a Chicago native who starts “Day Job Dogwalking” during the pandemic. While juggling...
#2080 - Q&A: "I made a bet to start a business in one day…"
September 11, 2022
- 04:49
A listener made a bet with a friend that they can start a business and get at least one paying customer in a single day. Let’s take that...
#2079 - Q&A: “How does move-to-earn work—is this real?”
September 10, 2022
- 04:24
A couple months ago I wrote about my experience with the Web3 app known as StepN, which pioneered the move-to-earn concept. It’s been an...
#2078 - Failure Friday: “It should have been a small mistake…”
September 9, 2022
- 05:38
In this week’s Failure Friday segment, we hear from the owner of an organic cosmetics brand. She was diligent with her product launches...
#2077 - TBT: “You Don’t Know My Life” Party Game Goes Global
September 8, 2022
- 07:35
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-creator of a boxed party game for adults called...
#2076 - Q&A: “One-page business plan: what is the essential info?”
September 7, 2022
- 04:11
I once published a one-page business plan that a lot of people have used and referred to over the years. Today, our caller wonders: what...
#2075 - Roadside Fruit Empire Produces Sweet Success
September 6, 2022
- 05:58
A roadside peach stand pays for college tuition, turning into a bigger business along the way.Side Hustle School features a new episode...
#2074 - First $1,000: “You can’t sell anything until you list it…”
September 5, 2022
- 07:48
In this week’s First $1,000 segment, we hear from the owner of an Etsy shop called The Blue Breakfront. After making a few rookie...
#2073 - Q&A: “How can I compete with unfair Etsy sellers?”
September 4, 2022
- 04:33
We had an episode recently with an Amazon seller who had a competitor posting lots of fake reviews. Today’s caller has been dealing with...
#2072 - Q&A: “How to best use a time of unemployment?”
September 3, 2022
- 05:34
Today’s caller faces a big decision: during a time of unemployment, does she stretch her side hustle into a career, or go back to...
#2071 - Failure Friday: “I thought I’d set up the website incorrectly…”
September 2, 2022
- 05:37
In this week’s Failure Friday segment, we hear from a middle-school principal from Pennsylvania. When he starts a blog for high-school...
#2070 - TBT: Mochi-Making Classes Transition Online
September 1, 2022
- 08:09
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of KaorisKitchen.com. She started teaching...
#2069 - Q&A: “Too many coaches! I know I need to ‘choose a niche,’ but how?”
August 31, 2022
- 04:13
Today’s listener is a life coach who’s heard me say that the way to succeed with this kind of personal service is to choose a focus or...
#2068 - College Friends Start Utah Fulfillment Center
August 30, 2022
- 06:48
Two friends learn the logistics of running a fulfilling business. In their first month of operation, they handled 3,000 orders for a...
#2067 - First $1,000: Lutheran Pastor Sells & Ships “Consecrate” Boxes
August 29, 2022
- 09:17
In this week’s First $1,000 segment, we hear from the creator of Consecrate, a subscription box for pastors and ministers. She sends...
#2066 - Q&A: “How do you forecast earnings for a side hustle?”
August 28, 2022
- 05:20
A listener came across my back-of-the-napkin spreadsheet template and is wondering something: if a business or side hustle is new, how...
#2065 - Q&A: "They asked for a refund after three hours of coaching..."
August 27, 2022
- 03:48
After completing two long sessions with a client, a new coach received a request for a refund. Should she revise her policy of “money...
#2064 - Failure Friday: “This is super embarrassing looking back…”
August 26, 2022
- 07:14
In this week’s Failure Friday segment, we hear from an Atlanta designer. In addition to her full-time day job, she’s the owner of a...
#2063 - TBT: Baseball Training School Slides Into Growth
August 25, 2022
- 08:47
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of a baseball training academy. During the...
#2062 - Q&A: “Can I sell the same thing with two business names?”
August 24, 2022
- 04:15
Today’s caller is wondering if she can sell the same line of products with two different brand names. Is this clever or unethical? Side...
#2061 - TV Producer Invents Sustainable Toothpaste Alternative
August 23, 2022
- 07:09
After traveling non-stop for a busy job, a TV producer aims to reduce her plastic consumption.Side Hustle School features a new episode...
#2060 - First $1,000: “We began with a single sports team…”
August 22, 2022
- 07:22
In this week’s First $1,000 segment, we hear from the founder of a sports leadership coaching business. He got his start by volunteering...
#2059 - Q&A: “Amazon Prime Day, but for side hustlers…”
August 21, 2022
- 04:51
Today’s listener is wondering about a side hustle version of Prime Day. Can there be such a thing, or should the smaller sellers of the...
#2058 - Q&A: “How do I transition from Etsy to Shopify?”
August 20, 2022
- 04:59
A listener has been selling on Etsy and wants to make the switch to Shopify. What’s the best way to do this?Side Hustle School features...
#2057 - Failure Friday: “Then one afternoon I got a call from the police…”
August 19, 2022
- 06:55
In this week’s Failure Friday segment, we hear from Dev Chakravarty from the U.K. He had an idea to start a rental car company for...
#2056 - TBT: Philly French Toast Bites Take Over
August 18, 2022
- 06:48
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Lokal Artisan Foods, offering delicious...
#2055 - Q&A: "I sold more by raising my prices—is that wrong??”
August 17, 2022
- 04:27
Today’s listener has a moral dilemma: they made more money by raising their prices! Wait, what’s wrong with that? Listen to their...
#2054 - Health-Conscious Coffee Lover Steeps Into Crowded Market
August 16, 2022
- 06:52
Taking a cue from her Carda-Mom, a sales professional creates steepable coffee flavoring bags containing organic spices instead of...
#2053 - First $1,000: “It came from patience and vision boarding…”
August 15, 2022
- 05:16
In this week’s First $1,000 segment, we hear from a wedding marketer who makes a vision board and sets out to build a new business. Side...
#2052 - Q&A: “How to market audio services to Christian filmmakers?”
August 14, 2022
- 04:11
Today’s caller seeks help marketing his services to a subset of faith-based filmmakers. Where can he find clients, and what does he...
#2051 - Q&A: “How do creators get paid?”
August 13, 2022
- 05:13
There are lots of ways an online creator can get paid. Which are the most common—and which are the most profitable? Side Hustle School...
#2050 - Failure Friday: “Kickstarter rejected my project right before launch…”
August 12, 2022
- 08:43
In this week’s Failure Friday segment, we hear from the founder of Bad Day Box, offering “snail mail self-care.” She planned to launch...
#2049 - TBT: Lightshows Are the Next Big eSport
August 11, 2022
- 06:16
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Throwlights, a business that sells gear...
#2048 - Q&A: “What are the best niches for affiliate programs?”
August 10, 2022
- 04:33
Today’s caller is planning to jump into the world of affiliate promotion, where you can get paid for recommending products on a website....
#2047 - Busy Mom Cleans Up Debt by Cleaning Car Seats
August 9, 2022
- 07:34
A part-time occupational therapist and mom of two in search of a new income stream finds the solution with a gig economy platform...
#2046 - First $1,000: “The pre-launch strategy produced $1,000 on day one…”
August 8, 2022
- 07:28
In this week’s First $1,000 segment, we hear from the founder of Brave Count, a subscription box for military spouses. Side Hustle...
#2045 - Q&A: “Can I have a career of side hustles?”
August 7, 2022
- 04:12
Our caller is thinking of going all-in on the world of multiple small businesses—not just one, but a whole career of side hustles. How...
#2044 - Q&A: “Help! The topic I chose is no longer relevant”
August 6, 2022
- 05:42
What if you set out to become an expert in a topic—and all of a sudden, or perhaps over time—that topic becomes less and less relevant?...
#2043 - Failure Friday: “After I was hit by a car, things got worse…”
August 5, 2022
- 06:50
In this week’s Failure Friday segment, we hear from an affiliate marketer who encountered an unusual problem: after he was hit by a car,...
#2042 - TBT: Filipino Virtual Assistant Hub Serves Millions
August 4, 2022
- 07:02
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of OnlineJobs.ph, a directory of Filipino...
#2041 - Q&A: “If you had to start over, how would you grow a blog?”
August 3, 2022
- 04:15
Blogging can still be profitable and rewarding, but a lot of strategies and tactics have changed over the years. If you’re starting a...
#2040 - Shine Bright Like a Diamond (and Sell Them)
August 2, 2022
- 06:42
The manager of an antique jewelry company takes her skills to the open market, eventually establishing a gem of a 7-figure business.Side...
#2039 - First $1,000: “I posted videos on TikTok and started getting paid…”
August 1, 2022
- 08:45
In this week’s First $1,000 segment, we hear from viral TikTok sensation Rebecca Rogers, a social studies teacher with millions of...
#2038 - Q&A: “How many income streams is best?”
July 31, 2022
- 03:47
Today’s caller is diving into the world of side hustling, already earning money from one or two sources with plans to add more. Is there...
#2037 - Q&A: Are there any *good* MLM companies?
July 30, 2022
- 04:32
Today’s listener is at risk of falling prey to a shady network marketing (MLM) company. How do we know it’s shady? Because it’s a...
#2036 - Failure Friday: “Despite my best efforts, no one was buying…”
July 29, 2022
- 07:20
In this week’s Failure Friday segment, we hear from the creator of a writing program. She wanted to reach more people, so she decided to...
#2035 - TBT: The Intersection of Customization and Convenience
July 28, 2022
- 07:16
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Happy Box, a service that offers...
#2034 - Q&A: “I don’t know where my customers are coming from…”
July 27, 2022
- 04:57
In today’s episode, a consultant wonders how customers are finding them. If you don’t know the answer to this question, you might be...
#2033 - Video Game Writing Class Is Real-Life Gamechanger
July 26, 2022
- 07:22
An online teacher and mother-of-four creates a new learning experience that she calls “video game social clubs.” She’s currently earning...
#2032 - First $1,000: “Hyperfluent” Language Service Translates Into Profit
July 25, 2022
- 06:57
In this week’s First $1,000 segment, we hear from Eva Rosales, the founder of Hyperfluent. Her consultancy offers lots of different...
#2031 - Q&A: “What is Goblintown, and should I mint a free NFT??”
July 24, 2022
- 04:16
A new trend in the wild world of NFTs comes from creators offering free assets (digital artwork) during an initial mint process. In some...
#2030 - Q&A: “I want to be the ‘posture guy,’ but how will I make money?”
July 23, 2022
- 03:37
Today’s caller seeks to brand himself as The Posture Guy. Sounds catchy! How can he turn this memorable branding into a steady source of...
#2029 - Failure Friday: Failure Friday: “We had no desire to help college students cheat…”
July 22, 2022
- 09:48
In this week’s Failure Friday segment, we hear from the co-founder of Next Day Animations. Great business name! But before they found...
#2028 - TBT: “Go Last Minute” Travel Site Goes Global
July 21, 2022
- 06:05
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Go Last Minute, a travel booking portal...
#2027 - Q&A: “Too tired to hustle at the end of the day…”
July 20, 2022
- 04:34
At the end of a long workday, how do you find the energy to work on your side hustle? Let’s give this listener (and you!) three quick...
#2026 - This Canadian Cleaning Service Earns $2 Million/Year
July 19, 2022
- 06:24
A university lab technician cleans up with a local service business that grows to $2 million in revenue and 500 5-star reviews—all...
#2025 - First $1,000: The Las Vegas Ghostwriting Service
July 18, 2022
- 05:23
In this week’s First $1,000 segment, we hear from a Las Vegas ghostwriter. After writing a novel of his own, he branches out to write...
#2024 - Q&A: "I'm opening a hair salon in a new area. How can I build my clientele?”
July 17, 2022
- 04:20
A hair stylist is leaving her job to start her own salon. Whoo hoo! What are some simple things she (or any service provider) can do to...
#2023 - Q&A: “How can I land paid speaking gigs?”
July 16, 2022
- 04:30
Our caller recently gave a talk at a women’s leadership event, and it went well. Now she wants to level-up and give more...
#2022 - Failure Friday: “We opened the box and it was a totally different product…”
July 15, 2022
- 09:42
In this week’s Failure Friday segment, we hear from the founder of Kettlebell Kings, an ecommerce shop. When a big early order from a...
#2021 - TBT: “Styles for Kidz” Goes Global with Video Classes
July 14, 2022
- 06:45
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Styles for Kidz, a Chicago organization...
#2020 - Q&A: “Does it really cost $100,000 to make an app??”
July 13, 2022
- 05:07
How much does it cost to make an app? One of our listeners was quoted $100,000 from a local design studio, and they’re looking for a...
#2019 - Adobe Expert Digitizes Millions of Family Photos
July 12, 2022
- 06:36
A longtime Adobe employee creates the picture-perfect business by helping families store and digitize memories across generations. Side...
#2018 - First $1,000: “I quickly raised my price to $50 an hour…”
July 11, 2022
- 05:60
In this week’s First $1,000 segment, we hear from a Returned Peace Corps Volunteer (RPCV) who starts a tutoring business on the side....
#2017 - Q&A: “What is 'growth hacking’?”
July 10, 2022
- 04:18
Is “growth hacking” just a fancy marketing term or is something anyone can apply? Hack into this episode to find out!Side Hustle School...
#2016 - Q&A: “How do you profit from DeFi in a bear market?”
July 9, 2022
- 04:45
Is decentralized finance the future … or the past? After a huge two years, many DeFi projects have fallen 90% or more. How can you...
#2015 -Failure Friday: “Amazon permanently banned my seller account…”
July 8, 2022
- 07:36
In this week’s Failure Friday segment, we hear from the co-founder of TheSavvyCouple.com. In his early days, he sold on eBay and...
#2014 - TBT: Cayenne Pepper Throat Lozenges Spice Up Flu Season
July 7, 2022
- 07:17
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the creator of an all-natural organic throat lozenge...
#2013 - Q&A: “I’m making an alarm clock that costs money if you oversleep…”
July 6, 2022
- 04:47
That’s right, this alarm clock debits your bank account if you don’t get up in time. It’s sure to be a hit! The only problem: our caller...
#2012 - Office Assistant Profits from Anime Imports
July 5, 2022
- 07:16
After noticing a derth of anime items in the United States, this long-time lover of Japanese culture creates a thriving side hustle....
#2011 - First $1,000: “I cold-pitched 10 brands and got my first 2 clients…”
July 4, 2022
- 06:21
In this week’s First $1,000 segment, we hear from a freelance apparel designer who specializes in menswear. After having her first...
#2010 - Q&A: “How can a travel website earn commissions?”
July 3, 2022
- 04:49
Today’s listener wants to earn commissions on travel bookings by creating a website that funnels visitors to big agencies like Expedia....
#2009 - Q&A: “Should I pay $3,000 for my friend's mastermind??”
July 2, 2022
- 04:33
A listener has a friend who’s part of a pricey “mastermind” group—and now our listener is experiencing FOMO. Are these groups worth the...
#2008 - Failure Friday: “The experience of hearing rejection was important…”
July 1, 2022
- 08:00
In this week’s Failure Friday segment, we hear from the founder of KindRoot, “hard candy gone good,” plant-powered lozenges for mind and...
#2007 - TBT: Brooklyn Clothing Boutique Scales Up
June 30, 2022
- 08:22
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of two businesses in New York City: a clothing...
#2006 - Q&A: “How many ‘wine-of-the-month’ clubs are there??”
June 29, 2022
- 04:17
Today’s caller has seen many “of-the-month” clubs, ranging from wine, plants, and even all the way to pickles. With so many of them out...
#2005 - Bam! Pow! Crash! The Comic Book Reselling Hustle
June 28, 2022
- 06:25
Drawing on a childhood affection for comic books, this mechanical engineer smashes his student loan debt with an online collectibles...
#2004 - First $1,000: “My music was played on a Romanian TV show…”
June 27, 2022
- 06:19
In this week’s First $1,000 segment, we hear from a musician who licenses songs for placement in TV shows worldwide. When he gets a...
#2003 - Q&A: “Jumping into Twitch streaming…”
June 26, 2022
- 05:47
A caller is getting into Twitch, the popular live streaming platform. How can she bring over her large Instagram audience? Side Hustle...
#2002 - Q&A: "I tried donation-only yoga, but no one donated..."
June 25, 2022
- 04:50
Today we hear from a yoga teacher who offers a class at a nearby community center. It went well, except for one problem: her...
#2001 - Failure Friday: “Don’t let customers pay after services have been rendered…”
June 24, 2022
- 07:40
In this week’s Failure Friday segment, we hear from the owner of a tutoring business. After getting paid for a successful session, she...
#2000 - Side Hustle School Celebrates 2,000 Consecutive Episodes!
June 23, 2022
- 07:50
It’s true, we’ve been making Side Hustle School every single day since January 1, 2017. Thanks for tuning in! The best is yet to come....
#1999 - Q&A: “Can I offer a permanent price discount?”
June 22, 2022
- 04:58
Our listener has seen furniture stores offer non-stop sales. Is there any reason they can’t have a sale that never ends in their...
#1998 - Hollywood Video Editor Shoots for the Stars
June 21, 2022
- 07:25
An ambitious video editor (who also runs many side hustles!) uses a string of $5/month Craiglist ads to land thousands of dollars in...
#1997 - First $1,000: “No one in Boston could find a good pierogi…”
June 20, 2022
- 07:32
In this week’s First $1,000 segment, we hear from the co-founder of Jaju Pierogi, a line of delicious Polish snacks now stocked in...
#1996 - Q&A: “I'm being headhunted... for my side hustle!”
June 19, 2022
- 04:59
Our listener’s side project was so successful that an outside company wants to hire him. That wasn’t exactly the goal, though. Side...
#1995 - Q&A: “I have 20 years of experience … how do I pick a niche?”
June 18, 2022
- 05:07
Today’s caller draws on a lot of experience in production, branding, and more. She now wants to strike out on her own, but feels...
#1994 - Failure Friday: “We tried to be everything to everyone…”
June 17, 2022
- 06:04
In this week’s Failure Friday segment, we hear from the founder of Cleanlots, a parking lot cleanup service that’s been operating for...
#1993 - TBT: San Francisco Service Delivers Healthy Meals
June 16, 2022
- 06:53
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a California meal prep company. His...
#1992 - Q&A: “How can I sell on a platform like NextDoor?”
June 15, 2022
- 05:03
NextDoor is not primarily designed as a platform for you to go crazy and sell a bunch of stuff. If you want to sell there—what do you...
#1991 - Digital Illustrator Crafts Creative Designs
June 14, 2022
- 05:48
An American expat living in France draws on her artistic ability and heritage to sell multiethnic graphic illustrations. Side Hustle...
#1990 - First $1,000: “I wanted to be the guy with a laptop on the beach…”
June 13, 2022
- 07:11
In this week’s First $1,000 segment, we hear from the founder of Maid This, a cleaning company that grows to millions of dollars in...
#1989 - Q&A: “I’m offering executive coaching at a high price…”
June 12, 2022
- 04:40
Today’s caller is on their second attempt with a coaching service for busy executives. It’s a big-ticket item, but the first round...
#1988 - Q&A: “Can you make more from courses than anything else?”
June 11, 2022
- 05:27
It’s a common path to go from being a Creator in a certain field to teaching people how to do something similar—so why not skip a step...
#1987 - Failure Friday: “I acted like an inexperienced order-taker…”
June 10, 2022
- 05:54
In this week’s Failure Friday segment, we hear from a writer who now earns a six-figure income from her freelance work. In the...
#1986 - TBT: Luggage Storage Business Attracts Copycats
June 9, 2022
- 09:26
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a luggage storage business for tourists. It...
#1985 - Q&A: “Best way to get to market with nutrition bar…”
June 8, 2022
- 05:11
A listener is launching an “all-in” protein bar. It’s a crowded market, but they’re, well, all-in. How can we help them get on the...
#1984 - Data Scientist Profits from Viral Article
June 7, 2022
- 06:49
After her Medium article gains attention, a data scientist creates an online community and series of courses, resulting in a new source...
#1983 - First $1,000: “I’ll never forget the moment I got paid…”
June 6, 2022
- 08:22
In this week’s First $1,000 segment, we hear from Jennifer Sobel, a belly dancing coach (!) who takes her program online. It’s now a...
#1982 - Q&A: “Can I tell people where to find fake luxury goods?”
June 5, 2022
- 03:55
A listener wants to sell a guide to replica luxury goods. She’s not going to sell the items themselves, just the information. Is this a...
#1981 - Q&A: “How much time do people spend on these projects?”
June 4, 2022
- 04:26
If you have at least one side hustle already, is it a couple hours a week, taking over your life, or somewhere in between?Side Hustle...
#1980 - Failure Friday: “We locked ourselves in a room for six months to build it…”
June 3, 2022
- 08:25
In this week’s Failure Friday segment, we hear from the co-founder of Sports Bookr, a service that helps sports facilities with online...
#1979 - TBT: Voiceover Artist Grows Business With Gusto
June 2, 2022
- 07:25
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a full-time voiceover artist. It started from a podcast...
#1978 - Q&A: “How do I market and get my first customers?”
June 1, 2022
- 05:11
Our caller today is like a lot of listeners: when the time comes to start a project, how do you market and attract your first...
#1977 - This Balloon-Popping Tool Strikes Helium Gold
May 31, 2022
- 07:27
A graphic designer flies high with an invention to bring balloons down to earth. Side Hustle School features a new episode EVERY DAY,...
#1976 - First $1,000: “I wasn’t sure what to do, so I started selling sports cards…”
May 30, 2022
- 08:37
In this week’s First $1,000 segment, we hear from a Los Angeles consultant who begins buying and reselling sports cards during the...
#1975 - Q&A: “When do I let go of an unprofitable idea?”
May 29, 2022
- 04:01
Today’s caller is at a crossroads: should she keep pursuing her side hustle idea even though it hasn’t been profitable?Side Hustle...
#1974 - Q&A: “If everyone learns SEO, how can you ever win?”
May 28, 2022
- 04:19
Should you bother trying to optimize your website for search engines? Our caller wonders if it’s an arms race that no one can win. Side...
#1973 - Failure Friday: “Offensive Greeting Cards” Lost in Post
May 27, 2022
- 06:33
In this week’s Failure Friday segment, we hear from the founder of a line of “rude, offensive greeting cards” in the UK. As his business...
#1972 - TBT: Mixed Media Artist Sews Up Side Earnings
May 26, 2022
- 06:18
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Hampshire fabric artist. She’s built a seamless...
#1971 - Q&A: “Is it ever too early to post on social media?”
May 25, 2022
- 03:44
At what point in your new hustle should you start posting on social media—should it be before you even have a product or service, or is...
#1970 - Charcuterie Boards Cure Couple's Pandemic Woes
May 24, 2022
- 06:22
A midwestern couple makes cash out of catastrophe, reinventing themselves during the 2020 lockdown. Side Hustle School features a new...
#1969 - First $1,000: “I couldn’t believe I got paid playing a game I loved…”
May 23, 2022
- 06:08
In this week’s First $1,000 segment, we hear from the founder of StartPlaying.Games, a hub for professional dungeon masters who...
#1968 - Q&A: “I’m trying to sell tickets to a Mexican version of Bingo…”
May 22, 2022
- 04:59
A caller from Mexico City is starting a Lotería, a Mexican version of Bingo. How can she get people to buy tickets? Side Hustle School...
#1967 - Q&A: "I got a nasty email from my competitor..."
May 21, 2022
- 04:31
This listener just heard from their competition—and the competition isn’t happy. How should they respond? Side Hustle School features a...
#1966 - Failure Friday: “80% of our customers never returned…”
May 20, 2022
- 06:22
In this week’s Failure Friday segment, we hear from the founder of Plate Crate, a baseball-themed subscription service. Business was...
#1965 - TBT: Adventurous Kitchen Tool Set Goes Global
May 19, 2022
- 06:58
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of QD Foodie, a kitchen tool collection that...
#1964 - Q&A: “Why do people buy courses when YouTube is free?”
May 18, 2022
- 05:46
If knowledge is free, why does anyone pay for it? Side Hustle School features a new episode EVERY DAY, featuring detailed case studies...
#1963 - Head-to-Toe Holistic Skincare Biz Shows Moxie
May 17, 2022
- 05:38
With startup costs of $150 from a tax refund, this single mom teaches the science of healthy skin with simple, small batch skincare...
#1962 - First $1,000: Bulldog Blogger Builds Bow-Wow Biz
May 16, 2022
- 07:42
In this week’s First $1,000 segment, we hear from the creator of FrenchieJourney.com, a boisterous blog and bedazzling resource for fans...
#1961 - Q&A: “What are the most profitable niches for teaching?”
May 15, 2022
- 05:16
Some topics or niches are much more profitable than others. Today’s caller is wondering if we can cut to the chase and just give him a...
#1960 - Q&A: “How can I get YouTube’s algorithm to like me??”
May 14, 2022
- 05:30
Today’s caller is making a YouTube series, but not getting the traction he’d like. Is there anything he can do to have his videos seen...
#1959 - Failure Friday: “Switchasaurus” Card Game Almost Goes Extinct
May 13, 2022
- 08:07
In this week’s Failure Friday segment, we hear from the inventor of “Switchasaurus,” a dinosaur card game. When his first supplier under...
#1958 - TBT: Boise Woodworking Team Upgrades Toolkit
May 12, 2022
- 07:13
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Idaho woodworker. As more people have moved to the...
#1957 - Q&A: “I have a tricky ethical situation with my day job…”
May 11, 2022
- 05:03
What happens when your day job brings you a lead for your side hustle? This caller faces an ethical dilemma, as well as a practical one....
#1956 - College Student Turned Fashion Influencer Earns $140,000
May 10, 2022
- 07:32
Fascinated by the influencer life, a university student creates a fashion blog that earns real money, thanks to SEO and Pinterest. Side...
#1955 - First $1,000: Digital Art Reaches Physical Homes Worldwide
May 9, 2022
- 05:56
In this week’s First $1,000 segment, we hear from the co-founders of Wandercolors. Together, they produce digital art of iconic travel...
#1954 - Q&A: “I’m giving lots of consultations, but making few sales…”
May 8, 2022
- 05:42
Today’s listener is experiencing lots of demand for the free version of her coaching offer, but not the paid one. Let’s see if we can...
#1953 - Q&A: “I think my client ghosted me…”
May 7, 2022
- 04:37
We’ve all been there—ghosted by someone we liked. In this case, a designer nearly lands the perfect client, but then the client goes...
#1952 - Failure Friday: “I naively thought the influencers would bring sales…”
May 6, 2022
- 05:28
In this week’s Failure Friday segment, we hear from an Australian who owns an ecommerce business offering mindful toys and gifts....
#1951 - TBT: “Mozart for Munchkins” Gives Encore Performance
May 5, 2022
- 07:07
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Mozart for Munchkins. The group produces...
#1950 - Q&A: “Can you really just right-click and save an NFT?!”
May 4, 2022
- 05:40
Today’s caller wants to know: can you really right-click and save someone else’s NFT to your computer? And if you can, can you then sell...
#1949 - Travel Membership Program Earns $300,000/Year
May 3, 2022
- 06:60
This travel writer found the ticket to a thriving membership site, helping families book airfare for less. Wheels up! Side Hustle School...
#1948 - First $1,000: “I took a salary cut of fifty per cent…”
May 2, 2022
- 07:39
In this week’s First $1,000 segment, we hear from a globetrotting Australian who owns an ad agency. He took a 50% salary cut to learn...
#1947 - Q&A: “I’m overwhelmed with too many inquiries…”
May 1, 2022
- 05:07
Today’s caller has a different sort of problem than most people who struggle to get off the ground: her business is going so well that...
#1946 - Q&A: “’Spaced repetition’ practice with overseas tutors?”
April 30, 2022
- 05:50
Today’s listener has an intriguing idea: to aid in memory retention using spaced repetition—but with outsourced tutors from other...
#1945 - Failure Friday: “They just weren’t interested in what we were selling…”
April 29, 2022
- 07:29
In this week’s Failure Friday segment, we hear from the co-owner of a business that livestreams weddings. When Covid struck, they...
#1944 - TBT: Upcycled Journals Provide Renewable Income
April 28, 2022
- 07:41
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Just My Type, a creative bookbinding...
#1943 - Q&A: “I’d like to start a Supreme Court fan club…”
April 27, 2022
- 05:10
This judicial fan club will provide updates, commentary, and memorabilia in the form of a subscription box. How can our listener ensure...
#1942 - Ottawa Teacher Finds “Unexpected Journey” After Retirement
April 26, 2022
- 07:47
A newly retired teacher capitalizes on the unique spots around Canada’s capital city. Side Hustle School features a new episode EVERY...
#1941 - First $1,000: “My roommate threw a wad of hundred-dollar bills on the table…”
April 25, 2022
- 09:18
In this week’s First $1,000 segment, we hear from Silver Picker, a college student turned coin reseller who earned $10,000 one summer...
#1940 - Q&A: “How can I grow my podcast without social media?”
April 24, 2022
- 06:16
A high school student has been hosting a podcast and wants to reach more people—but without using social media. What should she try...
#1939 - Q&A: “Has my apprenticeship gone on for too long?”
April 23, 2022
- 04:48
The right kind of apprenticeship can work well for both parties. The wrong kind can be, well, terrible. How do you know the difference,...
#1938 - Failure Friday: “My app kept crashing during the big pitch…”
April 22, 2022
- 07:56
In this week’s Failure Friday segment, we hear from the founder of iGoal.io, a project management tool. An early pitch to a major...
#1937 - TBT: Mural Painter Follows Signs to New Career
April 21, 2022
- 06:54
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a land surveyor who changes careers when he discovers an...
#1936 - Q&A: “Can I file a small claims suit against a big business?”
April 20, 2022
- 04:38
Today’s caller is having a frustrating experience: they aren’t getting paid for work they’ve completed! Can they take their client to...
#1935 - Orthodontic Marketer Knows the Drill
April 19, 2022
- 07:26
This marketer puts his money where his mouth is, striking gold by helping orthodontists market their business. Side Hustle School...
#1934 - First $1,000: Running Coach Strides to Finish Line
April 18, 2022
- 06:29
In this week’s First $1,000 segment, we hear from Jason Fitzgerald, a fitness coach and founder of StrengthRunning.com. Two years after...
#1933 - Q&A: “Earn $10,000 with 1,000 subscribers—how to do it?”
April 17, 2022
- 04:60
This listener has a resolution: to start a blog and earn $10,000, in addition to getting their first 1,000 subscribers. What’s the best...
#1932 - Q&A: “Can I get sponsors for a podcast that doesn't exist?”
April 16, 2022
- 05:07
We’ve talked about how to get sponsors for a podcast—but what if the podcast is new and hasn’t released any episodes yet? Side Hustle...
#1931 - Failure Friday: “I walked away at the last minute…”
April 15, 2022
- 08:05
In this week’s Failure Friday segment, we hear from the founder of Wastewell, a curbside composting pickup service. After landing a...
#1930 - TBT: Custom Stamp Business Doubles Sales During Pandemic
April 14, 2022
- 07:08
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of a custom stamp business in Austin,...
#1929 - Q&A: “How do I choose a revenue model for my coaching business?”
April 13, 2022
- 04:09
Most successful coaches have more than one source of income—but if you’re starting out and need to pick only one, which should you...
#1928 - Woodworking Dad Nets $2,000/Month
April 12, 2022
- 06:51
Going against the grain of boring, plain Jane doors, this side hustler jazzes them up with paint, glass, and custom decals.Side Hustle...
#1927 - First $1,000: “I didn’t think of myself as an expert…”
April 11, 2022
- 07:09
In this week’s First $1,000 segment, we hear from the founder of a business that sold bamboo baby products on Amazon. She got so many...
#1926 - Q&A: “Best platform for handmade crochet items?”
April 10, 2022
- 05:29
A listener is ready to sell her handmade crochet items, including baby blankets and seasonal decorations. What’s the best platform for...
#1925 - Q&A: “Can you really earn 150% interest through DeFi?”
April 9, 2022
- 04:49
Decentralized finance, also known as DeFi, offers the chance to earn high levels of interest (often 150% or more) in exchange for...
#1924 - Failure Friday: “I’ve never talked openly about what I’m working on…”
April 8, 2022
- 07:03
In this week’s Failure Friday segment, we hear from the founder of Reciple.com, which offers ad-free recipes from small creators. A...
#1923 - TBT: NYC Pet Sitter Saves $200,000
April 7, 2022
- 09:07
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a prolific pet sitter who leaves a career in medicine to...
#1922 - Q&A: How can I sell my delicious hot chocolate recipe?
April 6, 2022
- 04:43
Today’s caller wants to sell hot chocolate! Or actually, she wants to sell her popular hot chocolate *recipe* without scaling the...
#1921 - Intelligence Officer Cracks Code with 7-Figure Course
April 5, 2022
- 06:49
A self-taught web developer and former U.S. intelligence officer teaches 2,500 women how to build WordPress sites. Side Hustle School...
#1920 - First $1,000: “It doesn’t sound like much, but it meant the world to me…"
April 4, 2022
- 08:03
In this week’s First $1,000 segment, we hear from the founder of Katie Goes Platinum, a blog for women embracing their natural hair...
#1919 - Q&A: Which is better: direct or indirect income?
April 3, 2022
- 05:44
A listener has a clear business idea, but isn’t clear about the revenue model. They can get paid through affiliate and advertising...
#1918 - Q&A: Is my business idea a pyramid scheme?
April 2, 2022
- 04:49
It’s not often that someone calls in and says, “Am I running a pyramid scheme?” … but that’s basically what we’ve got here today.Side...
#1917 - Failure Friday: “They said it was a wonderful opportunity…”
April 1, 2022
- 08:20
In this week’s Failure Friday segment, we hear from a private chef who sets out to bring the restaurant experience to your home. Along...
#1916 - TBT: “Auction Sisters” Raise Millions for Charities
March 31, 2022
- 07:53
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from one-half of the Auctionisters, two sisters who work as...
#1915 - Q&A: Should I pursue three ideas or just one?
March 30, 2022
- 05:23
Today’s caller has a dilemma: they have three independent ideas and aren’t sure whether they should eliminate any of them. How can they...
#1914 - Las Vegas Wedding Officiant Bets on Red
March 29, 2022
- 05:50
A car rental consultant goes from Hertz to hearts with a six-figure side hustle. Side Hustle School features a new episode EVERY DAY,...
#1913 - First $1,000: “I wanted to keep well-trained wellness providers in business…”
March 28, 2022
- 08:01
In this week’s First $1,000 segment, we hear from Brooke Thomas, a longtime wellness practitioner who sets out to start a “healing arts...
#1912 - Q&A: How to sell services to people caring for older parents?
March 27, 2022
- 04:36
Today’s caller is interested in selling services to people caring for elderly parents. What kind of offers might he be able to...
#1911 - Q&A: How to enter the play-to-earn gaming space?
March 26, 2022
- 05:05
Last month on my blog, I published a 4,000 word post about DeFi Kingdoms, a blockchain game and decentralized exchange that I’ve been...
#1910 - Failure Friday: “My first customer bought out of pity…”
March 25, 2022
- 06:22
In this week’s Failure Friday segment, we hear from a Tasmanian seller of reusable cutlery. Business is going well now, but her early...
#1909 - TBT: “Pizza City USA” Becomes Book, Podcast, and Festival
March 24, 2022
- 07:44
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Pizza City USA, which offers walking...
#1908 - Q&A: Should I let my customers choose their own price?
March 23, 2022
- 04:56
This listener is thinking of letting her customers set their own prices. Is the pay-what-you-will pricing model revolutionary or risky?...
#1907 - Marine Resells Appliances for Extra $2,000/Month
March 22, 2022
- 06:48
A former Marine living in pricey California sets out to earn an extra $2,000/month by buying, fixing, and flipping washers and dryers....
#1906 - First $1,000: “I still remember the day I hit the goal…”
March 21, 2022
- 08:38
In this week’s First $1,000 segment, we hear from Jodi Carlson, who sells resources and materials for Girl Scout troop leaders.Side...
#1905 - Q&A: Website that offers Black Friday deals all year long?
March 20, 2022
- 04:52
Today’s caller is thinking of promoting Black Friday sales (and other big sales) all year long. What would this business model look...
#1904 - Q&A: Is it legal to sell a guide about magic mushrooms?
March 19, 2022
- 04:30
A listener wants to write a guide to Psilocybin, the mushroom-based drug that’s now legal in some states, but not most. Will they get in...
#1903 - Failure Friday: “The reality was not as awesome as the dream…”
March 18, 2022
- 09:06
In this week’s Failure Friday segment, we hear from a couple who operates a vintage camper rental business. In their early days, they...
#1902 - TBT: British Vintage Store Owner Supplies Clothes for Netflix
March 17, 2022
- 07:19
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a vintage store owner in Birmingham, England. She’s...
#1901 - Q&A: When should I go full-time?
March 16, 2022
- 04:52
A caller from Hawaii is wondering if it’s a good time to transition from his second part-time job into his primary side hustle. What are...
#1900 - “Geek Chic” Skincare Blogger's Persona Pays Off
March 15, 2022
- 06:22
A fashion and skincare blogger promotes a culture of trust using the scientific method to craft clever content online. Side Hustle...
#1899 - First $1,000: “Every day, I dropped off hundreds of orders at the post office…”
March 14, 2022
- 07:51
In this week’s First $1,000 segment, we hear from the creator of Dental Lace, the original zero-waste dental floss. It’s now sold in...
#1898 - Q&A: Will this “all you can craft" event venue subscription work?
March 13, 2022
- 05:31
Our caller today is helping out a friend who runs a local event space. Might the business be more successful with a subscription model?...
#1897 - Q&A: Should I buy a rental home with friends?
March 12, 2022
- 05:08
If you want to get into rental properties, does it ever make sense to do it with a group of friends—and if so, how could you avoid the...
#1896 - Failure Friday: “If I want to do good work, I can’t sacrifice my wellbeing…”
March 11, 2022
- 07:50
In this week’s Failure Friday segment, we hear from the creator of a card game that sparks meaningful conversations. As sales increased...
#1895 - TBT: Outdoor Hockey Brand Scores Three Assists!
March 10, 2022
- 07:22
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Third Assist, an ecommerce brand focusing...
#1894 - Q&A: Should we turn down Shark Tank?
March 9, 2022
- 04:43
Two business partners have the chance to go on Shark Tank—but they’re also having second thoughts. Should they refuse Mark Cuban’s...
#1893 - Climber Uses Life Skills to Scale Up Life
March 8, 2022
- 06:35
Seeking to turn his passion for climbing Ireland’s remote sea stacks into stacks of cash, a ship’s engineer becomes an adventure guide....
#1892 - First $1,000: “I sold my day job skills to a client after-hours…”
March 7, 2022
- 07:09
In this week’s First $1,000 segment, we hear from Joel Runyon (!), longtime friend and founder of ImpossibleHQ.com. Joel has started...
#1891 - Q&A: Can I market myself as a festival concierge?
March 6, 2022
- 06:04
Today’s caller is an avid concert and festival-goer. Now that big events are back in full swing (at least in some places), is there a...
#1890 - Q&A: Is it unprofessional to use Venmo for business payments?
March 5, 2022
- 03:58
Today’s caller uses the mobile payment service Venmo for both personal and work use—but as they’re expanding into a new business,...
#1889 - Failure Friday: “Something miraculous happened: I started making money…”
March 4, 2022
- 08:37
In this week’s Failure Friday segment, we hear from the founder of Birthday Buddy, an app that sends automated birthday wishes to...
#1888 - TBT: Quirky Video Animator Finds Online Fame
March 3, 2022
- 06:55
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Peter Quinn, creator of amazing Instagram videos made...
#1887 - Q&A: “I’ve got a guide with Black Hat tips for sale…”
March 2, 2022
- 04:59
Today’s caller dares me to feature his question—and I accept the challenge! But should he really start a business selling Netflix...
#1886 - “Overlanding” Blog Offers Long-Range Travel Tips
March 1, 2022
- 07:39
A Romanian living in London profits from sharing his experience with extended road trips. His blog brings in more than $2,000/month!...
#1885 - First $1,000: “It felt like proof that we were doing something right…”
February 28, 2022
- 07:44
In this week’s First $1,000 segment, we hear from Sabrina and Garrett Ricci, the co-founders of a modern podcast focused on prehistoric...
#1884 - Q&A: What if you don't want to use social media?
February 27, 2022
- 04:51
This listener thinks social media is overexposed and ineffective, at least when it comes to their business. If you’re not into hashtags...
#1883 - Q&A: How can I fund my quest to run across the country?
February 26, 2022
- 05:18
Today’s caller wants to—wait for it—run across the United States. What an incredible, audacious goal! But of course she needs funding,...
#1882 - Failure Friday: “I dropped out of Stanford and left my business at the same time…”
February 25, 2022
- 06:32
In this week’s Failure Friday segment, we hear from Bryan Quoc Le, a scientist and food blogger. His early days of selling vegan banana...
#1881 - TBT: Orthodontist Invents Modern Tool for Impacted Teeth
February 24, 2022
- 08:12
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a North Carolina orthodontist who invents a better way...
#1880 - Q&A: “I’d like to lead a cross-country caravan tour…”
February 23, 2022
- 05:01
Can you get paid to lead a cross-country caravan with dozens of vehicles in a cross-country road trip? That’s what this caller...
#1879 - Online Literacy Tutoring Proves Profitable
February 22, 2022
- 07:36
A literacy teacher feeling frustrated with administration decides to strike out on her own, creating a surprisingly resilient business...
#1878 - First $1,000: “After 9 months, we got our first $50 sponsorship…”
February 21, 2022
- 09:14
In this week’s First $1,000 segment, we hear from Kelan Kline, co-founder of TheSavvyCouple.com. It took Kelan and his wife a while to...
#1877 - Q&A: How do I best prioritize what to do next?
February 20, 2022
- 04:32
She’s selling a set of planners for new moms struggling with postpartum depression. How can she reach the target market with her...
#1876 - Q&A: Get paid to drive a stranger’s car across the country?
February 19, 2022
- 04:17
Today’s question brings me back to one of my long-ago lifelong goals. Can you get paid to drive someone’s car across the country when...
#1875 - Failure Friday: “I started to realize how little I knew…”
February 18, 2022
- 05:55
In this week’s Failure Friday segment, we hear from Danielle Winton, a furniture reseller in Missouri. Business was going along...
#1874 - TBT: Soap Opera Star Becomes Professional Organizer
February 17, 2022
- 07:38
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Regina Leeds, an actress in Los Angeles who left a...
#1873 - Q&A: “Fly as an airline courier” ... is that a thing?
February 16, 2022
- 04:54
Today’s caller has seen ads about becoming an independent airline courier. It sounds fun—but is this a viable business opportunity, a...
#1872 - Voiceover Couple Averages $4,500/Month
February 15, 2022
- 07:42
This voice actor couple is stepping up to the mic, building a legacy with A-list clients and creating generational wealth for their...
#1871 - First $1,000: “I had literally zero intention of running a business…”
February 14, 2022
- 08:34
In this week’s First $1,000 segment, we hear from Lindsay Gordon, who left a career at Google to become a career coach for...
#1870 - Q&A: Is the directory website model outdated?
February 13, 2022
- 06:26
A caller from Massachusetts has a small moving business and is thinking about adding a directory website that provides listings to...
#1869 - Q&A: “I’m building the world's most difficult scavenger hunt…”
February 12, 2022
- 04:51
A scavenger hunt that takes place across state lines and requires weeks to complete? That’s what our listener is putting together! Side...
#1868 - Failure Friday: “What you didn’t hear was how unfocused I was…”
February 11, 2022
- 07:43
In this week’s Failure Friday segment, we hear from Chelsea Raehl, who sells 3D printed cookie cutters. After starting out strong, she...
#1867 - TBT: Catholic Designer Updates T-Shirts for New Generation
February 10, 2022
- 06:57
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Joe Kim, founder of PAL Campaign. Seeking to advance...
#1866 - Q&A: What kind of side hustle can I start with a chronic illness?
February 9, 2022
- 05:44
Today’s caller has an autoimmune disease that limits her energy. When it’s hard to commit in advance to a schedule of tasks, what kind...
#1865 - “Free Prep Course” Site Generates 7-Figure Income
February 8, 2022
- 07:34
A former educator schools the system, offering his test prep guides for free but generating a massive return through online advertising....
#1864 - First $1,000: “It was the Super Bowl of professional fishing…”
February 7, 2022
- 07:39
In this week’s First $1,000 segment, we hear from Pete Robbins, a government lawyer who gets paid to go fishing and write about it. His...
#1863 - Q&A: How can my tour business earn recurring revenue?
February 6, 2022
- 05:12
Today’s caller is a tour operator who hosts visiting Americans and other tourists in his home city of Barcelona. Is there a way he can...
#1862 - Q&A: How can I get med students to buy my flash cards?
February 5, 2022
- 04:02
This listener has made a set of flash cards to help med students memorize part of the body and other terminology. How can they reach...
#1861 - Failure Friday: “My Facebook page with 150,000 fans was taken over by hackers…”
February 4, 2022
- 06:37
In this week’s Failure Friday segment, we hear from the world’s leading expert on tailgating. When his popular Facebook page got hacked,...
#1860 - TBT: “Walking Dead” Sugar Cookies Provide Sustenance for Apocalypse
February 3, 2022
- 06:57
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Carrie Buchanan, founder of the Bombshell Baking...
#1859 - Q&A: Should I sell guides for software application training?
February 2, 2022
- 05:19
A listener in Ireland wonders about selling e-books or other tools to help users with software applications like Microsoft Word or...
#1858 - Online Resume Templates Scale Recruiter’s Expertise
February 1, 2022
- 07:07
Turning her skills into a product allowed this corporate coach to help others at scale. Side Hustle School features a new episode EVERY...
#1857 - First $1,000: “I knew I had to do SOMETHING…”
January 31, 2022
- 06:41
In this week’s First $1,000 segment, we hear from a “client attraction coach” who decides to start a business sometime in the next 5-10...
#1856 - Q&A: “Buy almonds in one state, sell oranges in another…”
January 30, 2022
- 05:38
When we talk about arbitrage, we’re not usually talking about agricultural products—but this listener is! Can they buy almonds in...
#1855 - Q&A: Get paid to earn airline status for busy executives?
January 29, 2022
- 05:22
Today’s caller describes his business idea as being “truly up in the air.” Can he get paid for helping executives earn airline elite...
#1854 - Failure Friday: “If I had done any research, I would have picked a different country…”
January 28, 2022
- 07:16
In this week’s Failure Friday segment, we hear from Kassandra Marsh, an Australian graphic designer. When she had a new business idea,...
#1853 - TBT: “Not Your Mother’s Resumé” Service Doubles Business
January 27, 2022
- 06:00
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Chelsea Opare-Addo, founder of Not Your Mother’s Resumé....
#1852 - Q&A: Should I buy a McDonald’s franchise?
January 26, 2022
- 04:33
Should you buy into an existing franchise? That’s what our caller is wondering about—they’re looking at investing in a Subway or...
#1851 - Conservation Scientist Designs & Sells Nonbinary Stickers
January 25, 2022
- 06:01
Founded by a conservation scientist on a whim, “Nonbeenary Designs” offers amusing and affirming stickers that recognize the nonbinary...
#1850 - First $1,000: “I succeeded by following contradictory advice…”
January 24, 2022
- 09:10
In this week’s “First $1,000” segment, we hear from the seller of Pretty Old Books. What started as an idea to sell vintage book sets on...
#1849 - Q&A: Should I sell this valuable domain name?
January 23, 2022
- 03:59
If you’re like me, you have way too many domains you’ve registered but never put to use. *Unlike* me, however, this listener has a...
#1848 - Q&A: “Square refunded my customer's payment!”
January 22, 2022
- 05:31
One of our listeners recently encountered a negative situation with their new tour guide business: they got a chargeback! How can they...
#1847 - Failure Friday: “If I could do it over again, I’m not sure I would…”
January 21, 2022
- 08:08
In this week’s Failure Friday segment, we hear from the founder of a business that transports bicycles to adventure sport locations in...
#1846 - TBT: Aussie Dental Blog Turns Brushheads
January 20, 2022
- 07:33
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Australia’s leading dental blog. Brace...
#1845 - Q&A: How do songs get licensed for background music?
January 19, 2022
- 04:47
An independent musician seeks advice on skipping out on Spotify. Royalties for most artists are dismal on streaming services—is...
#1844 - Nurse Quits Job for Six-Figure Parenting Blog
January 18, 2022
- 06:55
She was known as the pregnancy nurse—and she did so well talking to parents that she quit her job to run a popular parenting blog. It...
#1843 - First $1,000: “Beekeeping is forced zen: be present or get stung!”
January 17, 2022
- 08:08
In this week’s “First $1,000” segment, we hear from Frank Mortimer, the self-described “Bee Man of New Jersey.” In his initial foray...
#1842 - Q&A: Should I hire a designer or do it myself?
January 16, 2022
- 04:55
When should you hire a designer and when should you “just get it done” on your own? In this listener’s case, she’s really not sure—let’s...
#1841 - Q&A: “The Super Mario Bros. civil war reenactment…”
January 15, 2022
- 04:45
Today’s caller has an idea to remix a historical event for a new generation. Forget about civil war reenactments—they want to create a...
#1840 - Failure Friday: “We spent countless hours making videos no one watched…”
January 14, 2022
- 07:54
In this week’s Failure Friday segment, we hear from the co-founder of Master ABA, a site that helps families and professionals help...
#1839 - TBT: Prize Fighter Leaves Ring for Soulful CBD Sales
January 13, 2022
- 08:14
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Mike Lee, the co-founder of Soul CBD. After a successful...
#1838 - Q&A: “An old-school magazine about old-school businesses…”
January 12, 2022
- 04:44
This caller wants to start a print publication—nothing digital! What’s the business model of this potential business magazine? Side...
#1837 - Lifelong Toy Car Fan Becomes Mega Dealer
January 11, 2022
- 08:11
A chance encounter at a funeral leads to a second act reselling vintage toy cars. Side Hustle School features a new episode EVERY DAY,...
#1836 - First $1,000: “I had to spend $20,000 to make $1,000…”
January 10, 2022
- 07:14
In this week’s “First $1,000” segment, we hear from the creator of Metaphor Dice, the writing tool that plays like a game and helps you...
#1835 - Q&A: What if a company hires you and doesn’t pay up??
January 9, 2022
- 05:23
After a friend had a negative experience working for a company that didn’t pay up, our caller wants to make sure this doesn’t happen to...
#1834 - Q&A: Should I stick to my plan or accept other offers?
January 8, 2022
- 05:17
When you have a particular business model in mind but people want to pay you for something else—what do you do? Side Hustle School...
#1833 - Failure Friday: “My complacency set in over time…”
January 7, 2022
- 08:01
In this week’s Failure Friday segment, we hear from Brock McGroff, founder of TheModestMan.com. While he was focused on other things,...
#1832 - TBT: Rocket Scientist Tutoring Reaches Zero Gravity
January 6, 2022
- 05:55
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Thais Lage, the young founder of a Florida tutoring...
#1831 - Q&A: “I’d like to sell an Apple Watch guide…”
January 5, 2022
- 04:52
Today’s listener wants to make money helping people set up and get the best use out of their new smartwatch. What’s the best course of...
#1830 - Self-Published Kindle Books Produce Full-Time Income
January 4, 2022
- 07:49
A government administrator builds an offramp to his day job by self-publishing books using Kindle Direct Publishing. Side Hustle School...
#1829 - First $1,000: “Don’t give up—your future self will thank you!”
January 3, 2022
- 09:10
In the first version of a brand-new segment for 2022, we hear from Deya Aliaga Kuhnle, the founder of DBM Bootcamp. She now runs a...
#1828 - Q&A: How to monetize a year of 40 side hustles?
January 2, 2022
- 05:58
Today’s listener wants to start 40 side hustles in 2022! Let’s see how we can support his ambitious project. Side Hustle School features...
#1827 - New Year, New Season! Here’s What’s Coming Up
January 1, 2022
- 07:05
We’re back with an all-new season! Here’s how year six (!) of Side Hustle School will work. Among other highlights: a new weekly...
#1826 - Failure Friday: Self-Guided London Food Tours Fail to Excite
December 31, 2021
- 07:50
Happy New Year’s Eve! In this week’s Failure Friday segment, we hear from Jennifer Earle, founder of Chocolate Ecstasy Tours. With her...
#1825 - TBT: “Radical Tea Towels” Promote Historical Progress
December 30, 2021
- 09:07
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Radical Tea Towels, a British family...
#1824 - Q&A: Can you import contact lenses for resale?
December 29, 2021
- 04:24
A listener thinks he’s found the ultimate arbitrage market—right before his eyes! Can he import contact lenses from outside the U.S....
#1823 - New App Designer Jumps Into No-Code Development
December 28, 2021
- 08:09
A nomadic designer launches an app development career in Switzerland, creating more than ten apps in a single year. Show notes:...
#1822 - Q&A: What's the best platform for my idea?
December 27, 2021
- 04:31
Do you start with your idea, or start with the ideal platform for your idea? Today’s caller wants to remain “platform agnostic.” How...
#1821 - Marketing Analyst Serves Up Gluten-Free Profit
December 26, 2021
- 06:29
A home chef draws on her food limitations to whip up a popular blog that earns $5,000/month from ad revenue. Show notes:...
#1820 - SPECIAL Q&A: Overnight delivery impacted by supply chain crisis
December 25, 2021
- 04:12
A very special listener question came in overnight—all the way from the North Pole! Let’s see if we can help this caller with an urgent...
#1819 - Failure Friday: “I had to take a hard look at my business model…”
December 24, 2021
- 07:17
In this week’s Failure Friday segment, we hear from Allen Chiang, the owner of Retro Radio Farm. At first, he has too much business to...
#1818 - TBT: Home Haircut Tool Brushes Into Walmart
December 23, 2021
- 07:22
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of The Cut Buddy, a tool for home haircuts....
#1817 - Q&A: How much money can you make per subscriber?
December 22, 2021
- 04:54
When you’re building an email list and maintaining long-term relationships with subscribers, you want to know how much money those...
#1816 - ‘Jack n ginger’ Admin Designs Island-Life Jewelry
December 21, 2021
- 06:52
Drawing on inspiration from the islands of Hawaii, this office manager earns up to $4,000/month part-time with her island-style jewelry...
#1815 - Q&A: How is side hustling dependent on the broader economy?
December 20, 2021
- 04:31
If you have an existing side hustle—or plan to start one—do you need to pay attention to what’s happening in the economy? Show notes:...
#1814 - Freelance Writer Publishes Sixty Articles Each Month
December 19, 2021
- 07:14
A freelancer finds her niche in the financial world, bringing in over six figures a year writing part-time. Show notes:...
#1813 - Q&A: Video game developer wants to 'build in public'
December 18, 2021
- 04:54
Our listener has an idea to design and code a mobile game in public, using a platform like Twitch. How can she attract followers? Show...
#1812 - Failure Friday: “We went all-in on applying for a $2 million grant…”
December 17, 2021
- 07:42
In this week’s Failure Friday segment, we hear from Suzanne Tucker, founder of Generation Mindful. Last year, her team decided to go...
#1811 - TBT: Soap Springs Eternal for Non-Profit Employee
December 16, 2021
- 06:13
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a soap-making adventuress who goes all-in on a squeaky...
#1810 - Should I start a new site for my food business?
December 15, 2021
- 05:29
This listener has an older food blog that she hasn’t updated in a while, and now she wants to convert it to an ecommerce site. Is that...
#1809 - Writing About Reality TV Becomes Rite of Passion
December 14, 2021
- 07:22
A journalism teacher’s love of reality TV brings success from The Real World to the real world. Show notes: SideHustleSchool.comEmail:...
#1808 - Q&A: Am I better at working for others than myself?
December 13, 2021
- 04:04
Today’s listener thinks she is better at working for others and is worried about whether she’s cut out for starting a side business. Is...
#1807 - Expat Teacher Draws Up Personalized Woodworks
December 12, 2021
- 06:03
A teacher from New Zealand moves to Japan and creates custom wood art based on personalized memories. Show notes:...
#1806 - Q&A: Can I become a paid Pokémon consultant??
December 11, 2021
- 05:13
Today’s caller wants to get paid to consult with obsessed Pokémon players. Millions of people worldwide play Pokémon Go (and a new game,...
#1805 - Failure Friday: “All I had to do was hit the record button…”
December 10, 2021
- 08:40
In this week’s Failure Friday segment, we hear from Side Hustle School team member Jedd Chang! When international travel slowed down,...
#1804 - TBT: Mystery Trip Biz Doubles Down on Thrills
December 9, 2021
- 07:08
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Dave Green, the founder of Mystery Trip. His in-person...
#1803 - Q&A: Can this social worker sell “personal care swag bags”?
December 8, 2021
- 04:32
In today’s episode, a social worker hopes to sell swag bags as a personal care item for other social workers—but she’s struggling to get...
#1802 - CBD Oil Products Produce Big Profits
December 7, 2021
- 06:25
After getting help for her own anxiety, a pharmacist creates natural health products that improve the bottom line, one drop at a time....
#1801 - Q&A: What if your drop-shipper drops out?
December 6, 2021
- 04:55
Drop-shipping can be a great business model *sometimes*, but when you aren’t handling inventory, you’re at the mercy of the company that...
#1800 - The Blog That Laid the Golden Egg
December 5, 2021
- 06:44
A Wall Street accountant hatches a million-dollar business around raising chickens in her backyard. Show notes:...
#1799 - Q&A: Why do so many apps push in-app payments?
December 4, 2021
- 05:59
A listener is making her first app and wondering about the best way to structure payments. Also: a free idea for an app to help you...
#1798 - Failure Friday: “Our first trade show was canceled with no refund…”
December 3, 2021
- 06:11
In this week’s Failure Friday segment, we hear from Chris Cavallari, who sells high-quality products with a Maine vibe. In March 2020,...
#1797 - TBT: The Mushroom Kingdom of North Carolina
December 2, 2021
- 07:44
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the business manager of Phenomenal Fungi, which sells...
#1796 - Q&A: Where can you find products to resell over and over?
December 1, 2021
- 04:47
It’s easy enough to find something you can buy and sell once. But for a real moneymaker, you need a source of products you can go to...
#1795 - Unofficial Schitt’s Creek Cookbook Folds in the Cheese
November 30, 2021
- 06:08
Two sisters fold it all in with a self-publishing venture that tastes like success. Show notes: SideHustleSchool.comEmail:...
#1794 - Q&A: “I’d like to write a paid financial newsletter for women…”
November 29, 2021
- 04:29
Paid newsletters have really taken off, with some earning multiple six-figures for their writers. This listener has an astute...
#1793 - Accountant Trades Active Clients for Passive Course Sales
November 28, 2021
- 05:15
An American accountant living in South Africa creates a financial wellbeing course for small business owners. The passive income she...
#1792 - Q&A: How can I sell different kinds of content in a bundle?
November 27, 2021
- 03:31
Today’s caller is making a podcast, video series, and maybe something else. All of it will be for sale, and they aren’t sure how to...
#1791 - Failure Friday: Test Prep Tutor Gets Rejected by 100 Publishers
November 26, 2021
- 06:31
In this week’s Failure Friday segment, we hear from the founder of a standardized test prep service. Before he started his business, he...
#1790 - TBT: “Recovering Attorney” Operates 7-Figure Podcast Service
November 25, 2021
- 08:13
Happy Thanksgiving! In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a former attorney and White House...
#1789 - Q&A: How to market consulting for health professionals?
November 24, 2021
- 05:04
This Canadian listener is launching a learning platform for pediatric anesthesia. How can she reach her intended audience—and how can...
#1788 - Rustic Tiki Bars Turn Into Pallet-able Career
November 23, 2021
- 05:51
Instead of heading to the elementary school classroom, this new teaching grad earns a good living making custom tiki bars for...
#1787 - Q&A: How do people discover a new podcast?
November 22, 2021
- 04:48
Podcasts have a “discoverability problem”: they don't rank in search terms or get links from other sites. If you have a new show, what...
#1786 - Australian Shapes Crafty Shop During Lockdown
November 21, 2021
- 07:26
After discovering the life changing magic of polymer clay, an Aussie uses her time in lockdown to create a one-stop shop for the maker...
#1785 - Q&A: How to market “lockdown art” project?
November 20, 2021
- 05:02
A caller from New York City becomes well known for posting drawings and paintings to an Instagram account during pandemic lockdowns. Now...
#1784 - Failure Friday: “Weeks after launch, the website was totally dead…”
November 19, 2021
- 05:16
In this week’s Failure Friday segment, we hear from Rupert Hunt, the founder of SpareRoom.com. It’s now the world’s largest roommate...
#1783 - TBT: Pyrographic Drumsticks Blaze Profitable Path
November 18, 2021
- 06:56
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Ella Cordial-Brockelsby, the owner of Cordial Greetings....
#1782 - Q&A: “I stopped writing on my blog. Should I delete it or just leave it up?”
November 17, 2021
- 05:12
Today’s caller started a blog with enthusiasm but then it fell into decline. What happens now? Show notes: SideHustleSchool.comEmail:...
#1781 - Fishing Charter Marketplace Hooks Clients and Guides
November 16, 2021
- 07:02
Two friends team up to build “Airbnb for fishing,” a marketplace of fishing trips that connects guides and clients worldwide. Show...
#1780 - Q&A: How much do app designers make?
November 15, 2021
- 04:41
Today’s caller wants to understand the business of app-making. What’s the average app designer income? What about the outliers?Show...
#1779 - Plant-Based Lebanese Food Goes Online
November 14, 2021
- 07:28
As her health improved, this Aussie of Lebanese heritage started converting meat-based recipes to vegan equivalents. She’s now sharing...
#1778 - Q&A: Can I import rain barrels from the Netherlands?
November 13, 2021
- 03:45
A listener loves rain barrels (this is a thing) and she’s found the perfect one in the Netherlands—but she lives in the U.S. Might she...
#1777 - Failure Friday: “No one wanted a bat house during the pandemic…”
November 12, 2021
- 06:24
In this week’s Failure Friday segment, we hear from the maker of “Big Bat Houses.” When demand for his product plummeted at the start of...
#1776 - TBT: Tap Dance Teacher Offers Worldwide Lessons
November 11, 2021
- 06:17
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Bill Simpson, chief tap dancer of HowtoTapDance.com....
#1775 - Q&A: Best platform to host an online course?
November 10, 2021
- 04:34
These days, there are many options to host your online course: Thinkific, Teachable, Kajabi, and others. Is there a clear winner? Show...
#1774 - Consignment Sale Secrets: Ask to Sell Your Grandma’s Stuff
November 9, 2021
- 06:23
In need of extra money, an enterprising grad student starts selling his unused items online. He then branches out into consignment...
#1773 - Q&A: I launched my site and nothing happened!
November 8, 2021
- 04:43
Today’s listener made a website with something for sale, opened the cart for business, and no one bought anything. Womp, womp … what...
#1772 - Toronto Songwriting School Harmonizes During Pandemic
November 7, 2021
- 06:09
Two long-time friends work in harmony to maintain their songwriting school in the midst of pandemic disruptions. Show notes:...
#1771 - Q&A: Idea for a “road trip kit” that sells at gift shops
November 6, 2021
- 04:41
A listener has a cool idea: they want to sell a road trip kit. How can they put it together, and who is their ideal customer? Show...
#1770 - Failure Friday: “We hired a designer who said she could do everything…”
November 5, 2021
- 07:39
In this week’s Failure Friday segment, we hear from the co-founder of TuckTats, which sells temporary tattoos to cover surgical scars....
#1769 - TBT: Southern Expat Redesigns Mississippi State Flag
November 4, 2021
- 07:27
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Micah Whitson, founder of a business that sells...
#1768 - Q&A: Videographer hopes to provide remote filming services
November 3, 2021
- 05:37
This videographer hopes to go fully virtual with his filming services. LinkedIn and other companies have done this recently—what does...
#1767 - Solitaire Game App Earns $10,000/Month
November 2, 2021
- 06:16
After a failed startup attempt, a developer revisits an old solitaire game he made as a side project. It now brings in a large amount of...
#1766 - Q&A: Which business models are evergreen?
November 1, 2021
- 05:10
Opportunities come and go, but some business models stay around forever. Aside from reselling—which we cover from time to time—what are...
#1765 - Nighttime Marathoner Has Bright Idea
October 31, 2021
- 08:12
Tired of wearing bulky safety gear while running at night, this competitive runner invents a better solution. Show notes:...
#1764 - Q&A Halloween Special: How to market spooky savory pastries?
October 30, 2021
- 04:35
Happy Halloween! In the spirit of the holiday, we have a listener in Canada who’s making a spooky treat for sale. What’s the best way...
#1763 - Failure Friday: “We failed to account for the ingredients to success…”
October 29, 2021
- 05:52
In this week’s Failure Friday segment, we hear from the co-founder of a business offering handmade goods from Nashville. The company’s...
#1762 - TBT: Kindle Books Produce Passive Income for Aussie Novelist
October 28, 2021
- 06:35
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Kyla Gardner in Melbourne, Australia. She’s created...
#1761 - Q&A: Should I use an emergency savings fund for my side hustle?
October 27, 2021
- 05:36
The headline says it all: should you use an emergency savings fund for a side hustle? Get ready for a personal finance cage fight!Show...
#1760 - Scented Santa Letters Become Sold-Out Seasonal Business
October 26, 2021
- 07:07
A listener writes herself into a personalized letter business that earns $17,000 in three weeks. Show notes: SideHustleSchool.comEmail:...
#1759 - Q&A: How to use Instagram to market my voiceover services?
October 25, 2021
- 06:19
A listener wonders about using Instagram to market to companies that cast voiceover artists—and a real voiceover pro responds! Show...
# 1758 - Vacation Frustration Inspires Seven-Figure Cleaning Product
October 24, 2021
- 07:45
This former pharma sales rep’s invention is an Amazon bestseller, cleaning pets and showers of happy customers and bringing in more than...
# 1757 - Q&A: Buying “virtual loot bags” for resale
October 23, 2021
- 05:04
You can now buy—and resell—“virtual loot bags” that consist of digital in-game items … for a game that doesn’t exist. Did you catch all...
#1756 - Failure Friday: Live Theater Rebrand Meets Global Pandemic
October 22, 2021
- 05:44
In this week’s Failure Friday segment, we hear from Matthew Bivens, the founder of a business that helps live theaters include...
#1755 - TBT: Fighter Jet Jewelry from New Zealand
October 21, 2021
- 07:44
jewelry was worn by Prime Minister Jacinda Ardern as part of her encouragement to the nation. Show notes: SideHustleSchool.comEmail:...
#1754 - Q&A: What’s the 80/20 rule of side hustling?
October 20, 2021
- 04:40
Today’s listener is wondering about applying the Pareto principle to the world of side hustles. What can we learn—and what should we do...
#1753 - Oil Field Mechanic Becomes Handyman to Realtors
October 19, 2021
- 07:40
After learning that his wife was expecting twins, this oil mechanic (and Side Hustle School listener!) starts a business serving...
#1752 - Q&A: What’s the business model for empathetic listening skills?
October 18, 2021
- 05:33
A listener hopes to adapt his sensitivity and skill for language usage into a profitable, fair business model.Show notes:...
#1751 - Nomadic Couple Starts Vintage Camper Rental Biz
October 17, 2021
- 06:54
This couple combines their love for travel and vintage campers into a unique rental experience. Show notes: SideHustleSchool.comEmail:...
#1750 - Q&A: How to create a "hype coin"?
October 16, 2021
- 05:27
After a NYT reporter created something called “Idiot Coin,” today’s caller wants to get in on the hype coin craze while it lasts. Also:...
#1749 - Failure Friday: “I was exhausted and doing the bare minimum for my business…”
October 15, 2021
- 06:14
In this week’s Failure Friday segment, we hear from Julia Taylor, the owner and designer of an adventure-themed brand of totes and mugs....
#1748 - TBT: “MomBox” Expands to Popular Subscription Box Service
October 14, 2021
- 06:28
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Kate Westervelt, the founder of MomBox. She’s gone from...
#1747 - Q&A: What's the best way to keep track of side hustle ideas?
October 13, 2021
- 04:31
Today’s listener is wondering about a good way to record and track ideas. Naturally, he’s thinking of side hustle ideas—but it really...
#1746 - Tailgate Lover Creates Product Review Business
October 12, 2021
- 06:43
When this insurance manager has an idea in the middle of the night, he balls in love with the intersection of entrepreneurship and...
#1745 - Q&A: Going back-to-office puts a crimp in side hustle life
October 11, 2021
- 06:04
Today’s listener has been operating his side hustle in secret while working remotely—and now he has to return to the office. What...
#1744 - Instructor Offers Online Wellness Classes for Seniors
October 10, 2021
- 06:33
This tech-savvy senior helps others find their zen with technology, all while getting paid for teaching classes through a third-party...
#1743 - Q&A: How to profit from the wild used car market?
October 9, 2021
- 05:15
Used car prices are sky-high! If you’re not currently selling a car, is there any way to profit from markets like these? Show notes:...
#1742 - Failure Friday: Supplier Problem Harms Client Relationship
October 8, 2021
- 05:45
In this week’s Failure Friday segment, we hear from an attorney who sells cork sunglasses (not at the seashore…). When a client placed a...
#1741 - TBT: Weightlifting Equipment Sets Pandemic PR
October 7, 2021
- 06:37
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Mike Reed, founder of Micro Gainz, a system that helps...
#1740 - Q&A: Should I hire influencers to market my skincare products?
October 6, 2021
- 05:44
Today’s caller is launching her own skincare line, and is thinking of paying influencers to post about her products. Is this a good...
#1739 - Viking Geek Turns Podcasting Pro
October 5, 2021
- 06:31
A teenage history fan starts a podcast about vikings that grows to 50,000 downloads/month. He then becomes a podcast growth consultant,...
#1738 - Q&A: How to approach a company about a partnership?
October 4, 2021
- 06:14
Today’s listener has an interesting challenge: he wants to reach out to a company he bought a product from and offer to partner with...
#1737 - Crafter Fashions Upcycled Chairs Into Six-Figure Shop
October 3, 2021
- 06:24
A Texas crafter turns castoffs into whimsical works of art, earning a full-time income and building a sustainable business. Show notes:...
#1736 - Q&A: “I’d like to create a cohort-based course like B-School”
October 2, 2021
- 05:23
What are the advantages and disadvantages of structuring a course where students go through it at the same time—both for the students...
#1735 - Failure Friday: Pancake Art in Bangkok Fails to Flip
October 1, 2021
- 09:10
In this week’s Failure Friday segment, we hear from the co-founder of Dancakes, the world’s first international pancake art brand. We...
#1734 - TBT: Comfy Pillow Provides Seatbelt Support for Cancer Patients
September 30, 2021
- 07:58
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the creator of the ParkPuff, a “go anywhere” seat belt...
#1733 - Q&A: Should I become a “miles and points broker”?
September 29, 2021
- 04:50
This listener’s dad has an extra half million Frequent Flyer miles sitting around. The surplus has got them both thinking: is there a...
#1732 - “Going Gray” Blog Brings in $6,000/Month
September 28, 2021
- 07:30
When an aerospace manager decides to embrace her gray hair, she starts a blog to help others in similar situations. Show notes:...
#1731 - Q&A: How do you 'build your platform' if you're selling on Amazon?
September 27, 2021
- 04:57
Today’s caller has an important question: if you use Fulfillment by Amazon, how do you go about building your platform? After all,...
#1730 - 7th Grade Teacher Earns 2nd Income Writing Resumes
September 26, 2021
- 06:15
This English teacher has a passion for writing. After a few unexpected twists and turns in his career, he’s using his skills to help...
#1729 - Q&A: What separates a $30 course from a $1,000 course?
September 25, 2021
- 05:10
Some online courses cost $30, others cost $1,000 or more. What’s the difference between a lower-priced course and a higher-priced...
#1728 - Failure Friday: “Everyone in the room said ‘Turn it off!’…”
September 24, 2021
- 08:49
In this week’s Failure Friday segment, we hear from Jonathan Fields (!), author of Sparked. The morning his popular yoga studio received...
#1727 - TBT: “ColorHype” Owner Sells 8,000 Painting Kits
September 23, 2021
- 06:43
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of ColorHype. Initially a local painting class...
#1726 - Q&A: Is it still a good idea to sell Merch by Amazon?
September 22, 2021
- 04:38
Two years ago, one of our listeners made $30,000 selling t-shirts on Amazon without stocking any inventory. Opportunities come and go,...
#1725 - “Big Dinosaur Podcast” Generates Dino-mite Profits
September 21, 2021
- 07:08
A dinosaur loving couple starts a podcast about their favorite ancient reptiles, hosting more than 350 episodes and now bringing in a...
#1724 - Q&A: Can I use OnlyFans for PG-rated content?
September 20, 2021
- 05:05
Today’s caller wants to recruit supporters on OnlyFans, but she doesn’t provide “adult” services. Is it possible to use this platform...
#1723 - Utah Dad Makes a Splash with Paddleboard Rentals
September 19, 2021
- 07:23
Pandemic demand for outdoor activities helped this seasonal side hustle—but what really allowed it to thrive was the owner’s use of...
#1722 - Q&A: Can I sell travel insurance packages as an affiliate?
September 18, 2021
- 05:35
The airlines make millions of dollars pushing useless travel insurance policies. How can you get in on the racket?? Show notes:...
#1721 - Failure Friday: “A bad hire will set you back six months…”
September 17, 2021
- 05:49
In this week’s Failure Friday segment, we hear from the founder of a consulting training firm. As his business grew, he went against his...
#1720 - TBT: Local Comic Book Store Expands to National Subscription Box
September 16, 2021
- 07:06
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the Sacramento-based co-owner of Comic Crate, a monthly...
#1719 - Q&A: Our listener won a contest to live in Airbnbs for a year!
September 15, 2021
- 05:32
Amazing story: one of our listeners in the UK won a contest (with 315,000 entrants) to live anywhere with Airbnb for a whole year....
#1718 - The $30,000/Month Women’s Fitness Website
September 14, 2021
- 07:32
When a mom of two wants to avoid returning to full time employment, she starts freelance writing. An assignment for a women’s fitness...
#1717 - Q&A: “I want to write the German immigrant's guide to the U.S…”
September 13, 2021
- 06:12
A listener from Germany immigrated to the U.S. several years ago. He found the legal process to be confusing, and now wants to help...
#1716 - Houseplant Biz Blossoms for Hong Kong Transplant
September 12, 2021
- 06:19
A Washington, D.C. resident originally from Hong Kong uses Facebook Marketplace to cultivate a $4,000/month houseplant hustle, all based...
#1715 - Q&A: Reselling for others: should I charge a flat fee or percentage?
September 11, 2021
- 04:51
A listener and her teenager have been getting off to a good start selling on Facebook Marketplace. They now have the chance to sell for...
#1714 - Failure Friday: Dating Profile Ghostwriter Struggles to Launch App
September 10, 2021
- 08:27
In this week’s Failure Friday segment, we hear from Meredith Golden, the founder of an app that provides transparency and truth in...
#1713 - TBT: Wine Tour Business Pivots During Pandemic
September 9, 2021
- 06:28
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Heathen Wines. After hosting tours all over...
#1712 - Q&A: Is there a way to trade plane tickets for profit?
September 8, 2021
- 06:03
Today’s listener has a creative idea, but also some sky-high problems to solve. Is it possible to trade unused plane tickets between...
#1711 - P.E. Teacher Livestreams Lessons to 50,000 Students
September 7, 2021
- 07:31
When her school district goes remote, this P.E. Teacher (and former pro volleyball player!) begins teaching daily on YouTube. Within two...
#1710 - Q&A: “I’d like to be a financial advisor for Gen Z…”
September 6, 2021
- 04:37
This Gen Z listener wants to become a financial advisor for her generation. How can she build her authority and platform?Show notes:...
#1709 - No Code, No Problem: Easy-to-Build Apps for Everyone
September 5, 2021
- 07:09
While waiting in line at a food truck, this Miami man discovers a way to build professional looking apps without learning how to code....
#1708 - Q&A: What are the ethics of paid referrals to therapists?
September 4, 2021
- 04:59
A listener with a YouTube channel about quitting smoking wants to earn commissions by referring viewers to therapists. What are the...
#1707 - Failure Friday: “Hundreds of people were shut out of my webinar…”
September 3, 2021
- 08:15
In this week’s Failure Friday segment, we hear from a boudoir photographer who diligently planned for her first webinar with 400 excited...
#1706 - TBT: Extra-Strong Coffee Supports Firefighters Nationwide
September 2, 2021
- 06:17
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Muertos Coffee. This coffee is strong...
#1705 - Q&A: How does a side hustle fit into a savings plan?
September 1, 2021
- 04:58
How does a side hustle fit into your overall savings plan? That’s what our listener wants to know, in response to some recent comments...
#1704 - The Six-Figure Belly Dancing Course
August 31, 2021
- 09:13
A digital marketer is determined to make a career out of her true passion: belly dancing! She now sells a course that brings in more...
#1703 - Q&A: How many social platforms should I post to?
August 30, 2021
- 05:49
A listener has an active YouTube channel and is trying to keep up with a lot of different networks, but he’s not seeing the traction and...
#1702 - Accountant Sells $20,000 in Knitting Kits
August 29, 2021
- 06:41
This DIYer made $20,000 in 2020 selling knitting kits on Etsy. Why did she succeed when so many other craft sellers struggle?Side Hustle...
#1701 - Q&A: “I’d like to be a medical claims adjustor, but for weddings"
August 28, 2021
- 05:44
A listener has an idea to become a wedding consultant who is effectively a claims adjustor, negotiating with vendors to help couples to...
#1700 - Failure Friday: “I didn’t know my business partner was a convicted felon…”
August 27, 2021
- 06:49
In this week’s Failure Friday segment, we hear from Alan Perlman, the founder of a drone training company. His business now brings in...
#1699 - TBT: Matchsticks Made in Heaven (and Georgia)
August 26, 2021
- 08:45
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a former H.R. manager who now sells matchsticks...
#1698 - Q&A: Is there an easier way to start reselling?
August 25, 2021
- 05:02
Reselling is quick and simple—but it’s also a lot of work, and today’s caller is looking for a shortcut. Does such a thing exist?Side...
#1697 - Lawyer Moonlights Music Production Tutorials
August 24, 2021
- 07:47
When a lawyer’s after-hours hobby of music production draws interest, he creates a series of video tutorials that leads budding...
#1696 - Q&A: How to start a meal prep side hustle?
August 23, 2021
- 05:45
Today’s listener seeks help in monetizing his experience with weekly meal prepping.Side Hustle School features a new episode EVERY DAY,...
#1695 - Finance Worker Strikes Gold with Custom Jewelry
August 22, 2021
- 07:53
When the daughter of a jewelry maker discovers how profitable the industry can be, she uses her skills from corporate finance to build...
#1694 - Q&A: Is there a limit to how high I can price my service?
August 21, 2021
- 05:12
Today’s caller believes in the idea of raising prices, but is worried about losing customers if he raises them too much. How high is too...
#1693 - Failure Friday: “We made a ton of investment … then we decided to close.”
August 20, 2021
- 07:25
In this week’s Failure Friday segment, we hear from Nate Martin, the founder of America’s original escape room. His business, Puzzle...
#1692 - TBT: App Helps 60,000 Women Get Paid More
August 19, 2021
- 08:53
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Meggie Palmer, founder of PepTalkHer, an app that has...
#1691 - Q&A: How to become a travel agent?
August 18, 2021
- 05:44
Today’s listener is interested in becoming a travel agent—and yes, those still exist! Modern travel agents tend to work on specialized,...
#1690 - Product Manager Starts “Airbnb for Dungeons and Dragons”
August 17, 2021
- 07:38
This product manager has achieved the dream of many kids born in the 80s and 90s: he gets paid to host and run his favorite tabletop...
#1689 - Q&A: "My sister made $5,000 but feels guilty..."
August 16, 2021
- 05:43
A caller poses an unusual question: their sister has been doing well in a new art restoration service, but feels guilty about getting...
#1688 - ESL Teacher Resells Furniture for Big Profits
August 15, 2021
- 07:53
When a Missouri ESL teacher sells a couple of barstools on a whim, she begins a furniture flipping journey that leads to a full-time...
#1687 - Q&A: How can I make a course delivered by text messages?
August 14, 2021
- 04:25
After taking my new Idea to Income course that’s taught through text messaging, a listener wants to make their own. Good for them!...
#1686 - Failure Friday: Ice Glass Event Business Melts Down
August 13, 2021
- 06:54
In this week’s Failure Friday segment, we hear from the inventor of a mug made out of ice. During a big event on an unseasonably warm...
#1685 - TBT: Small 3D Printing Site Competes With Etsy
August 12, 2021
- 08:09
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from Nikko Mendoza, who sells 3D printing templates. After he...
#1684 - Q&A: How to launch a set of unique enamel pins?
August 11, 2021
- 05:31
A listener makes enamel pins with brain imagery on them. These pins are loved by neuroscientists and other professionals who work with...
#1683 - Designer Makes Magnificent Menswear
August 10, 2021
- 07:20
A menswear designer and new mom goes in search of flexibility and freelancing. After quitting her stable job, she pitches...
#1682 - Q&A: Is there a better way to offer discounts to customers?
August 9, 2021
- 04:49
Today’s caller is seeking advice on managing the discount process. Her side hustle is growing, and she’s using a smart strategy of...
#1681 - Management Consultants Create Travel-Themed Digital Art
August 8, 2021
- 06:58
Two friends who work as consultants create an online shop offering digital and print-on-demand travel-themed art prints. Side Hustle...
#1680 - Q&A: How do I actually sell an NFT??
August 7, 2021
- 07:47
WFT is an NFT? It’s a non-fungible token, also known as digital art that’s for sale to the highest bidder. In today’s extra-special Q&A...
BONUS: Last Day of “Idea to Income” Course Discount
August 6, 2021
- 01:02
Heads up! The “Idea to Income” course discount ends this weekend. If you haven’t signed up yet, use code IDEA at...
#1679 - Failure Friday: “I realized really quickly that no one was buying…”
August 6, 2021
- 06:32
In this week’s Failure Friday segment, we hear from Amy McCord Jones, the owner of Flower Moxie. In her early days, she assumed that she...
#1678 - TBT: Dating App for Dog Lovers Fetches New Users
August 5, 2021
- 09:08
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Dig Dates, a dating app for dog...
#1677 - Q&A: Did you hear about the $20 million podcast deal?
August 4, 2021
- 04:39
A lister has heard about a $20 million podcast deal—did that really happen?? Also, are some podcast genres or categories more profitable...
#1676 - Former Lego Instructor Makes Real Play Money
August 3, 2021
- 07:53
When a Lego educator has his job deconstructed due to COVID, he applies his skills in positive psychology to build a series of playful...
#1675 - Q&A: How can I market a personalized meditation app?
August 2, 2021
- 05:00
Millions of people use meditation apps—might there be room for a more personalized solution? That’s what today’s listener is wondering …...
#1674 - Think Inside the Subscription Box
August 1, 2021
- 08:09
Looking for more community, a North Carolina web agency owner starts a subscription box for female entrepreneurs. It’s supposed to be a...
#1673 - Q&A: How to make a board game from start to finish?
July 31, 2021
- 05:44
Today’s listener wants to make a board game. There are many steps involved, and he’ll need to learn a lot along the way. But that...
#1672 - Failure Friday: Weighted Blankets Get Weighed Down in Customs
July 30, 2021
- 07:54
In this week’s Failure Friday segment, we hear from a Canadian who sells weighted blankets. After scaling up to serve thousands of...
#1671 - TBT: Temporary Tattoos Cover Up Surgical Scars
July 29, 2021
- 07:12
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of a temporary tattoo brand that helps...
#1670 - Q&A: Can you get paid for views on a popular social post?
July 28, 2021
- 05:04
A listener has written a viral Facebook post that went on to get millions of views—which is great, but can they make money from it...
#1669 - Seattle Couple Creates New “Income LiveStream”
July 27, 2021
- 07:58
When a married couple runs into logistical problems at their wedding, it leads to an innovative service that other engaged couples need...
#1668 - Q&A: Should I use a website template?
July 26, 2021
- 04:11
Today’s listener is wondering about using a website template to build his new ecommerce site. It looks like a cheap, quick, and easy...
#1667 - Tumultuous Relationship Leads to Togetherness Blog
July 25, 2021
- 08:17
When a young couple figures out the secret to an improved relationship, they start a blog and online course sharing their methods.Side...
#1666 - Q&A: How to break out of a sales slump?
July 24, 2021
- 06:09
Today’s caller from California started her side hustle last year, and it was going well! Recently, however, business has taken a turn...
#1665 - Failure Friday: Failure Friday: Tea Supply Chain Meets Its Matcha
July 23, 2021
- 07:08
In this week’s Failure Friday segment, we hear from Luciana Torous, the founder and owner of 3 Leaf Tea. She had relied on the same...
#1664 - TBT: Adjunct Professor Grows Interview Prep Site to 20,000 Users
July 22, 2021
- 06:48
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an adjunct professor who helps data scientists prepare...
#1663 - Q&A: Does the “funnel process” really work?
July 21, 2021
- 05:51
An entry-level product, a medium-priced product, then an expensive one—there are variations, but this is the classic “funnel process”...
#1662 - Warehouse Manager Sells Twitter-Threads-As-a-Service
July 20, 2021
- 08:14
When a warehouse manager stumbles upon Twitter threads as a way to grow an audience, he taps into an under-served niche and creates a...
#1661 - Q&A: Creators of the internet, unite!
July 19, 2021
- 05:21
This listener has an ambitious plan to unite creators (including podcasters and YouTubers) in an informal network to gain an advantage...
#1660 - Summer Job Reselling Silver Brings in $10,000
July 18, 2021
- 06:44
When his roommate makes $2,000 buying and selling silver in one weekend, this college student turns off the TV and starts his own...
#1659 - Q&A: Alternative banking for cannabis products?
July 17, 2021
- 04:28
In many jurisdictions, sellers of medical and recreational marijuana have a huge problem: they can’t keep their money in a bank. If you...
#1658 - Failure Friday: “They refused to listen to my big pitch…”
July 16, 2021
- 06:48
In this week’s Failure Friday segment, we hear from the woman who invented the “peeLUX.” When she tries to pitch her product to the...
#1657 - TBT: Romance Novel Editor Goes All-In
July 15, 2021
- 08:18
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a freelance romance novel editor who’s recently quit her...
#1656 - Q&A: How to stay motivated when other people have the same business idea?
July 14, 2021
- 06:10
Today’s listener has several business ideas related to her love of plants, and is looking for some direction. Let’s see if we can plant...
#1655 - Cheese Connoisseur Makes Legen-dairy Creations
July 13, 2021
- 07:16
When a remote worker wants to show appreciation for healthcare staff, she stumbles upon an untapped market for charcuterie and cheese...
#1654 - Q&A: This candle business is on fire!
July 12, 2021
- 04:52
A listener in London wants to sell candles with inspirational quotes and artwork featuring Black women, and wonders if her idea is too...
Ep. 1653 - Real Estate Agent Profits from Bulk Mail Biz
July 11, 2021
- 06:60
Processing direct mail—as in, old-school snail mail—has freed this real estate agent from financial stress.Side Hustle School features a...
#1652 - Q&A: “I’m running the numbers on a subscription service…”
July 10, 2021
- 05:59
Today’s listener is trying to forecast profits for her subscription service, and wants to know what seems like a reasonable...
#1651 - Failure Friday: Failure Friday: “They promised the boat would be ready… but it wasn’t.”
July 9, 2021
- 10:20
In this week’s Failure Friday segment, we hear from an Australian who leads small-ship Mediterranean tours. When he commissions a new...
#1650 - TBT: Hydroponic Indoor Plant System Branches Out
July 8, 2021
- 08:27
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of IG Works. The company specializes in...
#1649 - Q&A: How to profit from electric vehicle credits?
July 7, 2021
- 06:47
The federal government offers a $7,500 tax credit for most electric vehicle (EV) purchases, and many states offer additional credits as...
#1648 - Digital Marketer’s Playlist Skills Pay Off
July 6, 2021
- 07:13
A tech-savvy marketer in Charleston, South Carolina seeks to expand her side gig as a music bingo host. Did someone say ‘BINGO’?Side...
#1647 - Q&A: "I fell for a scam and want to help others..."
July 5, 2021
- 05:18
After falling for a frustrating phone scam, our listener has an idea to turn the experience into a lesson for others. Is there a way he...
#1646 - “Side Hustle Bread” Insta Account Sells $100,000
July 4, 2021
- 07:51
As a joke, a baking hobbyist starts an Instagram account selling bread—but it quickly becomes a full-fledged business that brings in...
#1645 - Q&A: Is there a market for online stand-up paddleboard lessons?
July 3, 2021
- 05:18
Is there a limit to what can be done online? Today’s caller is testing it! Let’s consider if there’s a way she can teach stand-up...
#1644 - Failure Friday: Antiracism Interest Grows, But What Do Clients Want?
July 2, 2021
- 07:11
In this week’s Failure Friday segment, we hear from the founder of an agency that supports workplace inclusion and antiracism. Her...
#1643 - TBT: Sexual Wellness Site Revs Up Reviews
July 1, 2021
- 08:21
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a sex-positive blogger who publishes a site that reviews...
#1642 - Q&A: Does it matter which email list software I choose?
June 30, 2021
- 06:11
Today’s listener just got her website up (whoo hoo!) and now she’s wondering about the next step: which company to use for her email...
#1641 - Social Studies Teacher Gains 1.5 Million TikTok Followers
June 29, 2021
- 08:43
When a teacher looks for a way to connect with her students during lockdown, she starts her own TikTok account and goes to the head of...
#1640 - Q&A: How does "yield farming" work?
June 28, 2021
- 05:59
Did you know you can earn interest (sometimes at very high rates) for “staking” digital currencies? It’s a wild world full of risk,...
BONUS: The Post-Pandemic Economy
June 28, 2021
- 08:58
In this special episode, Chris Guillebeau talks with Tim Welsh, Vice Chair of Consumer and Business Banking at U.S. Bank. Tim tells us...
#1639: Graduate Uses Equestrian Art to Canter Out of Debt
June 27, 2021
- 06:49
When a psychology graduate wants to pay off $65,000 in debt, she takes life by the reins and learns to scale her equestrian art...
#1638 - Q&A: How to sell a podcast as a paid subscription?
June 26, 2021
- 05:58
Apple Podcasts, Spotify, and presumably some other networks are all jumping on the premium podcast train. If you want to start one—a...
#1637 - Failure Friday: “It took me way too long to bounce back…”
June 25, 2021
- 07:01
In this week’s Failure Friday segment, we hear from a personal finance blogger who gets zero response to a coaching program he’s excited...
#1636 - TBT: When the Pandemic Hit, This Product Went Up 70x
June 24, 2021
- 08:58
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-inventor of a device that allows public restroom...
#1635 - Q&A: "I want to sell a spreadsheet to track fitness goals…”
June 23, 2021
- 06:16
Our caller today has an idea that’s a combination of old-school and new school: a spreadsheet to track your fitness goals. How much...
#1634 - Peace Corps Alum Tutors U.S. Military Recruits
June 22, 2021
- 08:20
When a Peace Corps alumnus uses his teaching skills to help a friend, he discovers that many military recruits need help preparing for...
#1633 - Q&A: “How to start a membership community around self-growth?”
June 21, 2021
- 05:44
Today’s listener wants to start a membership community centered around self-growth. So far, so good—but what’s the best way to introduce...
#1632 - Food Scientist Cooks Up Juicy Profits
June 20, 2021
- 08:20
Instead of working in R&D or academia, a PhD picks another path by honing his skills as a freelance writer focused on food science. It...
#1631 - Q&A: Is it crazy to run an online bookstore?
June 19, 2021
- 06:04
Today’s listener has a Black-owned independent children's bookstore. Online sales weren’t a priority until the pandemic, but now she’s...
#1630 - Failure Friday: “Pitching to executives felt like an awful first date…”
June 18, 2021
- 07:45
In this week’s Failure Friday segment, we hear from a military spouse who sells punny greeting cards. When she’s called to pitch her...
#1629 - TBT: Rosemary Beads Count Off Extra Income
June 17, 2021
- 08:21
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Chicago-based maker of rosary beads and other...
#1628 - Q&A: “I’m your worst student … what should I do?"
June 16, 2021
- 06:44
Today’s listener is feeling stuck. They’ve tried everything—or at least, a lot of things—and still aren’t sure how to go from idea to...
#1627 - Teen Blogger Draws Up Design Company
June 15, 2021
- 06:26
A college student who’s been starting blogs since she was fifteen discovers a talent for design that translates to dollars. Side Hustle...
#1626 - Q&A: “I’d like to become a professional ‘complaint coach’”
June 14, 2021
- 07:05
This listener is really good at complaining to big companies when things go wrong. Is there a way he can turn this skill into a service?...
#1625 - Zen Master Makes Mindful Moola
June 13, 2021
- 08:42
When a marketing manager gets a pandemic pay cut, he meditates on options and creates a wellness blog. Side Hustle School features a new...
#1624 - Q&A: “Personal Shark Tank” looks for investors, but with a twist
June 12, 2021
- 04:38
Our caller is seeking direct investors for his big idea. Would you give him money in return for a percentage of potential profits? Side...
#1623 - Failure Friday: Overwork Leads to 3am Emergency Room Visit
June 11, 2021
- 06:15
In this week’s Failure Friday segment, we hear from the owner of a design studio who works herself into the emergency room. Side Hustle...
#1622 - TBT: Tea-riffic Business Holds Up Under Pressure
June 10, 2021
- 07:43
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a hardworking tea brand owner. She’s climbed a steep...
#1621 - Q&A: Can I get paid in Bitcoin without converting to dollars?
June 9, 2021
- 05:32
PayPal allows you to accept cryptocurrency payments, but then converts those payments into fiat currency (like dollars or pounds). Is...
#1620 - Savvy Couple Grows Finance Blog into Six Figure Business
June 8, 2021
- 09:17
It took nine months to get to $50—but soon afterwards, the tide began to turn for this husband and wife duo who wanted to get out of...
#1619 - Q&A: “Help! My sister is pressuring me to join her MLM…”
June 7, 2021
- 05:27
Today’s caller is hoping to avoid an awkward family discussion about network marketing. Side Hustle School features a new episode EVERY...
#1618 - Accountant Shifts Gears To Renting Out Cars
June 6, 2021
- 07:31
When an Atlanta accountant discovers the sharing economy, he wheels and deals his way to owning an entire fleet of cars. Side Hustle...
#1617 - Q&A: Can I get paid to help iPhone owners switch to Android?
June 5, 2021
- 06:08
Today’s listener wants to serve the masses of people who buy Apple products but would shop for Android and PC devices if they knew what...
#1616 - Failure Friday: “The client ordered the most expensive thing on the menu…”
June 4, 2021
- 06:27
In this week’s Failure Friday segment, we hear from a “Reddit Secret Santa” who builds a whole business around an idea that started as a...
#1615 - TBT: Premium Cocktail Pins Offer “Negronis for Your Homies”
June 3, 2021
- 07:58
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of a cocktail pin merchant. Bottoms up!...
#1614 - Q&A: How do income-share agreements work?
June 2, 2021
- 05:44
A listener has learned about income-share agreements, where college tuition or other learning costs aren’t due until after graduation....
#1613 - Monogrammed Blanket Etsy Shop Measures Up
June 1, 2021
- 06:59
A simple embroidery shop becomes a six-figure blanket biz, podcast, and online course. Side Hustle School features a new episode EVERY...
#1612 - Q&A: “Help! My lifestyle site is stuck at a plateau…”
May 31, 2021
- 05:39
A listener’s lifestyle site started well, but can’t seem to get past an early-stage plateau. What should she do? Side Hustle School...
#1611 - Intern Manages Businesses For Six-Figure Income
May 30, 2021
- 07:57
When a corporate intern searches for an off-ramp, she creates a new job title that leads to a full-time income and new online course....
#1610 - Q&A: Will my web host design my website?
May 29, 2021
- 05:15
A listener wants to know if their web host offers a “full service” option, or if it’s better to find another way to get the job done....
#1609 - Failure Friday: “My D.C. tour business was down 89%…”
May 28, 2021
- 04:59
In this week’s Failure Friday segment, we hear from a Washington, DC tour guide who loses nearly all of his side income due to COVID-19....
#1608 - TBT: Diabetic Travel Blogger Embraces #VanLife
May 27, 2021
- 08:54
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Irish travel blogger with type 1 diabetes. She’s...
#1607 - Q&A: How to best use a time of unemployment?
May 26, 2021
- 05:50
A listener who experiences a layoff has a severance package that lasts two months. In addition to looking for full-time work, how can he...
#1606 - Sports Cards Trading Hobby Becomes Pandemic Payday
May 25, 2021
- 08:03
When a perennial side hustler reconnects with his childhood hobby of sports trading cards, he brings in more than $20,000. Side Hustle...
#1605 - Q&A: What’s the best way to market a guide to airline lounges?
May 24, 2021
- 05:52
A listener wants to make an airline lounge access guide to help more people experience these magical places. What’s the best approach to...
#1604 - French Bulldog Blog Fetches Extra Bones
May 23, 2021
- 06:28
After introducing a French bulldog into the family, a man finds a way to get paid blogging about it. Side Hustle School features a new...
#1603 - Q&A: How to become an affiliate manager for large launches?
May 22, 2021
- 05:52
Some product launches have an “affiliate manager” who coordinates promotion efforts. How can our listener offer this service on a...
BONUS: Planning for a New Tomorrow, Part III
May 21, 2021
- 04:36
An asymmetrical opportunity is one where the risk is low but the possible reward is high. Starting a small business on a low budget is a...
#1602 - Failure Friday: “I thought I had the Midas touch...”
May 21, 2021
- 05:57
In this week’s Failure Friday segment, we hear from a digital marketer who spends months creating a life-changing “killer app” that no...
#1601 - TBT: Handbags for Active Women Goes Direct to Consumers
May 20, 2021
- 09:14
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Go Dash Dot, which sells handbags and...
#Ep. 1600 - Q&A: How to create a revenue stream not affected by Google?
May 19, 2021
- 06:08
We made it to #1,600! A listener’s product review site is starting well, but every day they see how dependent it is on the whims of...
#1599 - Pastor Keeps the Faith with Clergy Subscription Boxes
May 18, 2021
- 08:32
A Lutheran pastor creates breathing room in her budget with a popular subscription box for fellow ministers. Side Hustle School features...
#1598 - Q&A: Why do online courses cost so much … or so little?
May 17, 2021
- 05:52
Online courses are everywhere! Some cost $20 and others cost $2,000 or more. Why is there no consistency in pricing—and how can you...
#1597 - “Bee Man of New Jersey” Buzzes Into Money Hive
May 16, 2021
- 07:09
A beekeeper puts his bees to work, turning a hobby into a money-making hustle. Bee smart and listen to this episode! Side Hustle School...
#1596 - Q&A: Should I use Etsy's new platform or build my own website?
May 15, 2021
- 06:09
A listener with an Etsy shop wants to open her own site as well. What’s the best way to branch out? Side Hustle School features a new...
BONUS: Planning for a New Tomorrow, Part II
May 14, 2021
- 04:28
An asymmetrical opportunity is one where the risk is low but the possible reward is high. Starting a small business on a low budget is a...
#1595 - Failure Friday: “If it worked once, it should work twice… right?”
May 14, 2021
- 06:57
In this week’s Failure Friday segment, we hear from a full-time blogger who migrates to YouTube. His first attempt is a big win, so he...
#1594 - TBT: The 7-Figure Dachshund Apparel Business
May 13, 2021
- 07:57
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Bean Goods, which sells...
#1593 - Q&A: “I want to bet on The Bachelor…”
May 12, 2021
- 05:02
A listener wants to start an online marketplace where people bet on the outcome of The Bachelor. Millions of fans watch every week—is...
#1592 - A Doggie Bag With a Twist
May 11, 2021
- 07:11
A Cleveland woman creates a dog walking accessory bag for active pet owners. Prototyping is ruff, but eventually she begins to paw-sper....
#1591 - Q&A: Should I start a Substack newsletter?
May 10, 2021
- 07:03
Substack and other services that offer writers the chance to publish paid newsletters are getting a lot of attention. What do you need...
#1590 - Social Worker Finds Calm, Makes Cash with Business Course
May 9, 2021
- 07:26
A therapist and single mom earns extra income helping other therapists set up a private practice. Side Hustle School features a new...
#1589 - Q&A: Do I have to tell my customers where I'm based?
May 8, 2021
- 05:14
A listener in Europe wants to sell online, primarily to Americans. Do his customers need to know he’s overseas? Side Hustle School...
BONUS: Planning for a New Tomorrow, Part I
May 7, 2021
- 04:59
An asymmetrical opportunity is one where the risk is low but the possible reward is high. Starting a small business on a low budget is a...
#1588 - Failure Friday: Manufacturing in China—How Hard Can It Be??
May 7, 2021
- 06:27
In this week’s Failure Friday segment, we hear from the co-founder of a wellness planner brand who wants to cut out the middleman and...
#1587 - TBT: Luxury Buttercream Cakes Make Life Batter
May 6, 2021
- 07:41
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of Sweet Afternoon Bakeshop. Have your cake...
#1586 - Q&A: Would the “rent-a-person” idea work outside Japan?
May 5, 2021
- 07:03
A Japanese man recently earned $300,000 by hiring himself out to strangers for no practical purpose. Could the same thing work in the...
#1585 - French Engineer Makes Silver-Wear in Mexico
May 4, 2021
- 08:37
A French engineer seeks his fortune in custom silver jewelry. Side Hustle School features a new episode EVERY DAY, featuring detailed...
#1584 - Q&A: My bridge club gets no respect!
May 3, 2021
- 06:05
A listener enjoys playing bridge, but she’s the youngest in her local club by several decades. How can she get paid to pass on her love...
#1583 - Counselor Cakes in the Money with Baking Biz
May 2, 2021
- 07:38
When her world is turned upside down from covid-19, a grief counselor turns to her old hobby of baking. But where will the inventory go?...
#1582 - Q&A: How to offer continuing education for therapists?
May 1, 2021
- 06:02
A therapist wants to offer his training to other mental health professionals. How can he crack the code of continuing education (CE)...
#1581 - Failure Friday: “I didn’t know what I didn’t know…”
April 30, 2021
- 07:20
In this week’s Failure Friday segment, we hear from a voiceover artist who created an extremely popular app for actors. As he explores...
#1580 - TBT: Bumblebee Linens Builds a New Hive
April 29, 2021
- 07:50
In this week’s “Throwback Thursday / Where are they now?” segment, we hear about the rise, fall, and rise of Bumblebee Linens. Choose...
#1579 - Q&A: How to set up cryptocurrency charity pledges?
April 28, 2021
- 05:46
A listener wants to create “Kickstarter for crypto.” Is this a side hustle, a billion dollar idea, or a pipe dream? Side Hustle School...
#1578 - Emergency Room PA Creates Medical Spanish Course
April 27, 2021
- 07:46
This online course teaching Spanish terms to medical providers brings in $55k a year—part-time! Side Hustle School features a new...
#1577 - Q&A: How to charge for a podcast sponsorship service?
April 26, 2021
- 05:07
A listener in Philadelphia wants to start a matchmaking service between podcasts and sponsors. How much should it cost? Side Hustle...
#1576 - The Man Who Paints Parking Lot Stripes
April 25, 2021
- 07:25
When an asphalt pricing estimator looks to make extra money, he finds a straight-and-narrow idea and earns his stripes painting parking...
#1575 - Q&A: Any reason to use a subdomain as part of a website?
April 24, 2021
- 05:11
A listener’s web host offers free “subdomains.” What are they, and are there any good reasons to use them? Side Hustle School features a...
#1574 - Failure Friday: “The day of the event arrived, and no one showed up…”
April 23, 2021
- 06:50
In this week’s Failure Friday segment, we hear from a ballroom dance enthusiast who hosts a book signing party … but no one shows...
#1573 - TBT: “Chewable Energy” Gum Sticks With Customers
April 22, 2021
- 06:11
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an athlete who sets out to create chewable energy gum....
#1572 - Q&A: An idea for a non-alcoholic Happy Hour
April 21, 2021
- 05:51
A listener has an idea to create a “Sober Happy Hour” taking place on Zoom. What’s the best way to structure it, and is this a...
#1571 - Civil Engineer Dismantles “90-Day Fiancé” Visa Problem
April 20, 2021
- 08:29
After successfully navigating the difficult spousal visa process to bring his fiancé to the U.S., a civil engineer shows others how to...
#1570 - Q&A: Should I sell more headphones or expand to new categories?
April 19, 2021
- 06:19
This listener has gone all-in with reselling headphones, and is making a good profit! Should she focus on one category and try to scale...
#1569 - Lifelong Superfan Gets Paid to Write Disney Blog
April 18, 2021
- 08:12
A Disney superfan goes from journaling about the happiest place on Earth in a private notebook at age ten to sharing it with the whole...
#1568 - Q&A: What are the main things to know when starting a podcast?
April 17, 2021
- 05:33
A listener is taking the plunge and starting his own podcast! What are the top three things I wish I’d known when I began Side Hustle...
#1567 - Failure Friday: “First Etsy crushed us, then Google pulled the plug…”
April 16, 2021
- 06:39
In this week’s Failure Friday segment, we hear from a serial side hustle who makes a series of mistakes—but keeps going!Side Hustle...
#1566 - TBT: This Family Candle Business Is On Fire
April 15, 2021
- 07:08
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the owner of an eco-friendly candle supplier. Profits...
#1565 - Q&A: What are some good ways to repurpose content?
April 14, 2021
- 05:55
Write it once, use it many times: this is the method known as “repurposing content.” Work smarter, not harder! Here’s how to do it. Side...
#1564 - Customer Service Agent Becomes CBD Affiliate
April 13, 2021
- 08:40
A long time software company rep spends ten years learning the affiliate marketing ropes, eventually cracking the code with a site...
#1563 - Q&A: How to automate an online dating profile consulting biz?
April 12, 2021
- 05:39
This Australian listener wants to start a consulting biz to help improve dating profiles. How can she automate her booking process to...
#1562 - RV Renter Revs Up Recurring Revenue
April 11, 2021
- 07:14
A single mom turns her recreational vehicle into a money-making machine. Side Hustle School features a new episode EVERY DAY, featuring...
#1561 - Q&A: What’s the best way to share personal stories of recovery?
April 10, 2021
- 05:56
A listener has struggled with an eating disorder and is now going through recovery. She wants to share her lessons and stories with...
#1560 - Failure Friday: Pandemic Shuts Down Himalayan Trekking Tours
April 9, 2021
- 06:57
In this week’s Failure Friday segment, we hear from the founder of a Himalayan trekking co. who finds himself with zero business when...
#1559 - TBT: Budget Savvy Bridal Blog Gets Serious
April 8, 2021
- 08:49
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of Budget Savvy Bride. She recently said...
#1558 - Q&A: Can you sell a “home office in-a-box” kit?
April 7, 2021
- 06:01
In today’s episode, we hear from a listener who has an idea to sell a home office in a box—a kit to help remote workers be happier and...
#1557 - Catering Chef Cooks Up Private Meals
April 6, 2021
- 06:54
When a catering chef learns to offer an in-home restaurant experience, he proves that knife guys don’t always finish last. Side Hustle...
#1556 - Q&A: How to start a paid club for people seeking multiple citizenships?
April 5, 2021
- 05:08
Are you happy with your country of citizenship? Most people are, but not all —and some want to obtain multiple citizenships for tax or...
#1555 - Healthcare Worker Publishes Children’s Book on Epidemiology
April 4, 2021
- 07:53
As the global pandemic known as COVID-19 begins, a healthcare agency owner sets out to explain it to kids through the form of an...
#1554 - Q&A: How can I publish my Army enlistment guide?
April 3, 2021
- 06:33
An Army veteran wants to help new enlistees get a leg up in training. What’s the best format for his material? Side Hustle School...
#1553 - Failure Friday: The Podcast Platform That Wasn’t
April 2, 2021
- 08:35
In this week’s Failure Friday segment, we hear from John Lee Dumas, the founder of Entrepreneurs On Fire and author of a bestselling new...
#1552 - TBT: Multilingual Insurance Agent Creates Translation Course
April 1, 2021
- 08:19
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a multilingual insurance agent who creates an online...
#1551 - Q&A: Is podcast advertising more profitable than blog advertising?
March 31, 2021
- 05:33
A listener is frustrated with the low earnings of blog ads. Does the podcast medium pay more?Side Hustle School features a new episode...
#1550 - Government Lawyer Lands Whale of a Side Gig
March 30, 2021
- 07:54
A lawyer and long-time angler turns his passion for writing about the world of professional fishing into serious money.Side Hustle...
#1549 - Q&A: Is it too early to change my business name and brand?
March 29, 2021
- 05:07
The owner of the Coddiwomple Craft Co. in Somerville, Massachusetts is thinking of changing its name—should she? Side Hustle School...
#1548 - Origami-Loving Musician Doesn’t Mind Paperwork
March 28, 2021
- 07:28
After canceling her concerts because of the pandemic, a working musician from New Zealand pays the bills with virtual origami...
#1547 - Q&A: How are people successful without social media?
March 27, 2021
- 05:32
This listener hates the idea of using her Instagram or Facebook profile to share anything about her business. Do you have to use social...
#1546 - Failure Friday: NASA Sweatpants Not Ready for Liftoff
March 26, 2021
- 05:54
In this week’s Failure Friday segment, we hear from the maker of Swoverall’s, a sweatpant-overall combo experiencing fantastic...
#1545 - TBT: Pittsburgh Houseplant Merchant Blossoms During Pandemic
March 25, 2021
- 10:25
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a houseplant expert who opens a retail location right...
BONUS: To the Moon! How to Buy Stock in Yourself
March 24, 2021
- 06:13
You’ve heard about investing in a retirement account, but do you know how to invest in your own personal growth? This short bonus...
#1544 - Q&A: Does this hometown tourist guide have merit?
March 24, 2021
- 04:46
The “Hoboken Girl” story of an online citywide news hub leads a listener to wonder if she can do something similar in her city. What are...
#1543 - Children’s Librarian Builds Bra Business
March 23, 2021
- 08:08
Frustrated by a lack of quality sports bras for muscular women, a children’s librarian and Crossfit athlete designs a solution.Side...
#1542 - Q&A: How can I develop an online memorial service?
March 22, 2021
- 05:49
Dying is part of life for approximately 100% of us—and this listener has an idea to create an online memorial service for people who are...
#1541 - Two Friends Create Questionable Card Game
March 21, 2021
- 08:16
When a writer and a game designer want to learn more about their friends' personal lives, they play for keeps and develop a game that...
#1540 - Q&A: Would you join an introvert's networking club?
March 20, 2021
- 04:51
With introverts getting a lot of attention these days, might it be worth it to create some type of networking club for them—or is this...
#1539 - Failure Friday: Hand Sanitizer Makes Clean Getaway
March 19, 2021
- 06:51
In this week’s “Failure Friday” segment, a hand sanitizer product line expansion encounters epic delays and misfortune for this natural...
#1538 - TBT: Classy Throw Blankets Provide Deep Cover
March 18, 2021
- 07:57
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Pacific Northwest resident who sells decorative knit...
BONUS: How to Manage Multiple Sources of Income
March 17, 2021
- 06:09
Having more than one source of income is good—but it can also be confusing when it comes to tracking and tax reporting. This short bonus...
#1537 - Q&A: Can I give people books in exchange for reviews?
March 17, 2021
- 06:03
A listener is self-publishing on Kindle Direct Publishing and hopes to drum up reviews. Can she contact customers who’ve left reviews...
#1536 - Fan Scores Big with Marketplace for Football Shirts
March 16, 2021
- 07:39
A football (soccer) shirt enthusiast turns his fashion passion into profits, overcoming a crippling field penalty given by Facebook.Side...
#1535 - Q&A: How can this listener attract new interest in “old skills?”
March 15, 2021
- 05:47
A listener recently learned that morse code can do more than send SOS signals. Is there a resurgent interest in “old skills”? If so, how...
#1534 - Software Engineer Publishes Technical Writing Guide
March 14, 2021
- 09:13
After a computer programmer with a knack for technical writing is approached for a freelance gig, he ends up writing the book on the...
#1533 - Q&A: What can we learn from Peloton?
March 13, 2021
- 06:10
Today’s listener wants to know what we can learn from the winners, especially companies like Peloton and Mirror. What are the lessons...
#1532 - Q&A: What's the deal with NFTs?
March 12, 2021
- 06:22
A very timely question! Everyone is talking about non-fungible tokens (NFTs), digital art that is selling for millions of dollars. Is...
#1531 - TBT: “Plant Influencer” Grows to Greatness
March 11, 2021
- 07:38
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Toronto *plant influencer* who offers corporate...
BONUS: How to Prepare for Life After COVID
March 10, 2021
- 06:31
The end is near! Now that vaccination is well underway, we can safely envision a world without COVID-19. What does that look like? This...
#1530 - Q&A: How about a directory of garage and yard sales?
March 10, 2021
- 06:07
Today’s caller has an idea to create a directory of garage and yard sales. She thinks it’s a winner because so many people are trying to...
#1529 - Bikini Lover Finds Sea of Opportunity
March 9, 2021
- 08:08
A Seattle-based product manager takes the plunge to design sustainable swimsuits.Side Hustle School features a new episode EVERY DAY,...
#1528 - Q&A: Should I start a podcast OR YouTube channel?
March 8, 2021
- 06:00
A listener is trying to decide between a podcast or YouTube channel. What are the pros and cons of each, and how can they make the best...
#1527 - To Find Freelance Work, Look at Full-Time Job Listings
March 7, 2021
- 08:01
A laid-off social media strategist gets creative, using LinkedIn job listings to find candidates for freelance work. One year later,...
#1526 - Q&A: Get paid to help brands with their Terms & Conditions?
March 6, 2021
- 05:54
Today’s caller wants to help brands improve their Terms & Conditions, also known as T&C. Can she design and license a template that...
#1525 - Failure Friday: “A $300 mistake cost me $100,000”
March 5, 2021
- 08:43
In this week’s new “Failure Friday” segment, we hear from the founder of a lifestyle and apparel brand who wakes up one day to find out...
#1524 - TBT: “Hero’s Journal” Completes Epic Quest
March 4, 2021
- 10:00
In this week’s “Throwback Thursday / Where are they now?” segment, we undertake a valiant quest to hear from the co-founder of a...
#1523 - Q&A: Where should I direct my Pinterest traffic?
March 3, 2021
- 05:11
A listener is interested in a new online marketplace that donates profits to charity. She’s getting attention from her Pinterest pins...
#1522 - Student Makes Selling Sneakers Look Yeezy
March 2, 2021
- 08:05
When a business student converses with a sneakerhead, they form an all-star pair to sell rare footwear.Side Hustle School features a new...
#1521 - Q&A: How can I create a cloud service consulting business?
March 1, 2021
- 07:16
A listener is in charge of negotiating online services that his employer pays for. This skill is valuable, especially as more and more...
#1520 - Stay-At-Home Mom Starts Bamboo Baby Biz
February 28, 2021
- 06:29
After taking time off in the later stages of a pregnancy, a new mom starts a business selling bamboo baby swaddles online. Side Hustle...
#1519 - Q&A: Should I create a pre-order campaign for my book launch?
February 27, 2021
- 06:02
Today’s listener is self-publishing a book on personal finance—and he’s wondering about the launch process. Should he make the book...
#1518 - Failure Friday: “We Accept Your Proposal… to Resign”
February 26, 2021
- 07:34
In this week’s new “Failure Friday” segment, we hear from a young financial analyst who goes to his boss with a creative proposal to...
#1517 - TBT: Pastry Chef Grows Retail Shop During Pandemic
February 25, 2021
- 07:34
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a pastry chef who grows a retail shop in addition to her...
#1516 - Q&A: How do you determine your customer’s emotional needs?
February 24, 2021
- 07:07
Today’s listener is inspired to learn more about the “core emotional needs” of a potential customer, but isn’t sure how to do it or what...
#1515 - Photo Retoucher Strikes Gold with Etsy Shop
February 23, 2021
- 07:39
After getting furloughed, a working mom grows her foiled stationery business to five figures. Side Hustle School features a new episode...
#1514 - Q&A: Should I create a course on how to get out of a timeshare?
February 22, 2021
- 06:50
Today’s listener has an idea to help people break free of the shackles that come with a timeshare contract. Side Hustle School features...
#1513 - Dorm Room Side Hustle Grows Into Full Agency
February 21, 2021
- 07:58
When a college student starts booking guests on podcasts, he graduates as the owner of a company, paying off his student loans in the...
#1512 - Q&A: How can I teach a Japanese chess game?
February 20, 2021
- 05:14
An avid fan of Shogi—a strategy game sometimes known as Japanese chess—wants to popularize his hobby and get paid at the same time.Side...
#1511 - Failure Friday: A Global Customs Snafu During Childbirth
February 19, 2021
- 07:47
Brand new segment alert! We’re kicking off a new feature called “Failure Friday.” In the inaugural installment, hear from a Canadian tea...
#1510 - TBT: Wisconsin Beer Lovers Sell Coasters & More
February 18, 2021
- 07:26
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Wisconsin native who sells coasters, glasses, and...
#1509 - Q&A: How to use TaskRabbit to build a client base?
February 17, 2021
- 05:15
A listener is earning extra money by doing handyman chores through TaskRabbit, and wants to strike out on his own. Can he encourage his...
#1508 - Utility Planner Earns $300,000 From YouTube Channel
February 16, 2021
- 07:42
When a utility planner sees his colleagues living paycheck to paycheck, he starts a Youtube channel to educate people in finance—and...
#1507 - Q&A: Can you still get paid to post pins on Pinterest?
February 15, 2021
- 06:00
An early Side Hustle School episode featured a woman who earned $40,000 pinning images on Pinterest. Is this business model still...
#1506 - Remote Airbnb Host Automates Rental Process
February 14, 2021
- 07:59
An Australian living in the Caribbean uses software to manage Airbnb property rentals from 10,000 miles away. Side Hustle School...
#1505 - Q&A: How can I sell my own crossword puzzles?
February 13, 2021
- 05:26
A listener is all crossed up in her quest to make and sell crossword puzzles. Side Hustle School features a new episode EVERY DAY,...
#1504: Q&A: Can I make an audio-only learning course (no video!)?
February 12, 2021
- 05:25
YouTube is huge, but watching video requires more attention than listening to audio. Since podcasts remain popular, might there be room...
#1503 - TBT: P.E. Teacher Becomes Full-Time Sports Gear Reseller
February 11, 2021
- 08:11
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a teacher who buys and resells sports equipment, earning...
#1502 - Q&A: How to become an eSports commentator?
February 10, 2021
- 05:03
The business of eSports is a billion dollar industry, and today’s caller wants a piece of the Starcraft action. How can he break in?Side...
#1501 - “Ordinary Dude” Creates Meditation Books for Men
February 9, 2021
- 07:34
A long-time fan of meditation writes and publishes guidebooks for “ordinary dudes”— complete with a beer can on the cover.Side Hustle...
#1500 - We Made It! +3 Powerful Steps to Help You Take Action
February 8, 2021
- 07:19
We made it to Episode #1,500! Let’s make the rest of the year even more momentous—this episode includes three practical steps you can...
#1499 - Model Turns Designer With Travel-Inspired Jewelry
February 7, 2021
- 07:58
Stuck at home during the pandemic, a fashion model learns to sell non-binary, unisex jewelry inspired by his travels. Side Hustle School...
#1498 - Q&A: How do I go from bath toy idea to manufactured product?
February 6, 2021
- 06:57
A listener in the U.K. is inspired to design and manufacture a bath toy! How can she create a sud-sational product? Side Hustle School...
#1497 - Q&A: How much money do 'mommy Instagrammers' make?
February 5, 2021
- 06:49
Today’s caller opens the door to a controversial topic: mommy Instagrammers. Among other things, she wants to know how the most popular...
#1496 - TBT: “Dog Threads” Designer Chases Coordinated Outfits
February 4, 2021
- 07:05
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a woman who designs and sells matching clothes for dogs...
# 1495 - Q&A: How to host Pay-to-Play Fortnite parties?
February 3, 2021
- 05:11
A young listener wants to host pay-to-play Fortnite parties in his basement. Let’s see if we can help him level-up! Side Hustle School...
#1494 - Polyglot Conjugates Verbs for Hundreds of Clients
February 2, 2021
- 07:53
A project manager who speaks nine languages (!) earns an extra $50,000/year through her tutoring and translation service.Side Hustle...
#1493 - Q&A: How can I sell my service to improve notetaking?
February 1, 2021
- 06:35
Today’s caller hopes to monetize his ability to help people remember and recall what they learn. What might be the best opportunity?...
#1492 - Engineer Sells His Sole To Aspiring Barefooters
January 31, 2021
- 08:38
After getting sore feet while using his standup desk, an engineer creates an inner sole for his shoes, becoming the sole-proprietor of a...
#1491 - Q&A: My boss is asking a lot of questions...
January 30, 2021
- 04:42
A listener’s boss is way too nosy! He’s asking a lot of personal questions about our caller’s side hustle. Maybe this boss is a little...
#1490 - Q&A: Should I get a prototype made … and how do I do it?
January 29, 2021
- 05:55
A caller is wondering about making a prototype for his big 2021 idea. How should he proceed? Side Hustle School features a new episode...
#1489 - TBT: Staying Productive During the Work-at-Home Era
January 28, 2021
- 06:52
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of a service that helps people who work...
1488 - Q&A: What are some ways to make money with LinkedIn?
January 27, 2021
- 07:28
Compared with platforms like Instagram, LinkedIn is a sleeper opportunity for growing your relationships and maybe even starting a new...
#1487 - LinkedIn Lover Helps Jobseekers Connect the Dots
January 26, 2021
- 07:50
One man cracks the code to make LinkedIn work, sharing what he’s learned to help others find professional success.Side Hustle School...
#1486 - Q&A: Can I profit from injury recovery videos on TikTok?
January 25, 2021
- 06:15
Can a fitness coach use TikTok to create instructional videos? Almost certainly! Can he make money from such a thing? Maybe… Side Hustle...
#1485 - Government Employee Shows Vending Makes Cents
January 24, 2021
- 07:36
When a government employee looks to counteract her serious day job with something fun, she stumbles upon the vending machine hustle....
#1484 - Q&A: What's the best software to write a nonfiction book?
January 23, 2021
- 05:39
Today’s caller wants to know about the easiest and most helpful tools to write a nonfiction book. Unfortunately, books do not write...
#1483 - Q&A: Is there a payment processor for very small transactions?
January 22, 2021
- 05:09
Today’s caller hopes to sell virtual items for gamers at very low prices. This creates a problem—most payment processors charge fees...
#1482 - TBT: 26,000 Handmade Hair Scrunchies
January 21, 2021
- 06:32
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a woman in Iowa who makes and sells a LOT of scrunchies....
#1481 - Q&A: How can I rent a small private workspace?
January 20, 2021
- 05:28
A listener is feeling cooped up and wants to find a small space outside her home to dedicate to her electronics repair service. Side...
#1480 - Behavior Analyst Creates Resources for Parents and Teachers
January 19, 2021
- 07:22
An expert uses her knowledge to create resources that help parents, teachers, and professionals improve behavior in children with...
#1479 - Q&A: How about an app to help people care for plants?
January 18, 2021
- 05:33
A green-thumbed, code-savvy listener wants to make an app to help people keep their plants alive and well. Let’s see what we can do with...
#1478 - Woodworker Proves Money Grows On Trees
January 17, 2021
- 07:48
When the owner of a lawn care business can’t find the earthy table of his dreams, he finds himself with a tree-mendous new business....
#1477 - Q&A: Where can I find royalty-free music?
January 16, 2021
- 05:26
If you have a podcast or YouTube channel (or similar), where can you find music you can use without breaking the law or getting in...
#1476 - Q&A: Any ideas to monetize my visual poetry
January 15, 2021
- 06:42
A visual artist hopes to monetize her creative “words and images” creations. Side Hustle School features a new episode EVERY DAY,...
#1475 - TBT: iPhone App Tracks Weight-Loss Progress
January 14, 2021
- 06:49
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a developer in the U.K. who makes an app to help people...
#1474 - Q&A: How can I increase my conversion rate?
January 13, 2021
- 05:45
A listener has heard that increasing conversion rates (the percentage of people who see your offer and buy it) can be more important...
#1473 - Floridian Finds Fair Value Flipping Furniture
January 12, 2021
- 07:24
A call center employee in central Florida finds that restoring furniture isn’t too hard with a bit of technique and finesse.Side Hustle...
#1472 - Q&A: How to get started on personalized journal idea?
January 11, 2021
- 06:51
A listener is inspired to create a custom physical journal. What are the steps to getting it designed, printed, and out to market?Side...
#1471 - Natural Air Fresheners Are Big Business
January 10, 2021
- 08:14
Two friends and new fathers start a natural air freshener business that’s cleaning up to the tune of seven figures.Side Hustle School...
#1470 - Q&A: Have I found a way to accept PayPal payments with no fees?
January 9, 2021
- 04:55
A crafty listener has found a way to avoid PayPal fees when accepting payments. Is he really on to something, or is it going to backfire...
#1469 - Q&A: How to start an engineering hustle while working full-time?
January 8, 2021
- 06:15
A Canadian listener is wondering how to start a computer aided design (CAD) side business in the midst of a busy schedule. Side Hustle...
#1468 - TBT: Texas Marimba Rentals Hit Noteworthy Demand!
January 7, 2021
- 08:20
In our first “Throwback Thursday” segment of 2021, we hear from Texas’s leading provider of marimba rentals.Side Hustle School features...
#1467 - Q&A: How to pay for a big summer trip with new income?
January 6, 2021
- 05:37
Today’s caller is looking ahead to a bright, COVID-free future. (Aren’t we all??) He’s wondering about using money from a side hustle to...
#1466 - Family Trio Makes Marvelous Mask Magnets
January 5, 2021
- 07:15
When a family looks for a way to jazz up their protective masks, they become attracted to magnetic charms. Mask and you shall...
#1465 - Q&A: Is it better to have more projects or a single focus?
January 4, 2021
- 06:18
It’s the age-old question: how many side hustles should you try to tackle at once—and is there any process-driven way to make this...
#1464 - Cooped Up Nomads Start Online Cooking School
January 3, 2021
- 07:34
A traveling couple pulls the ultimate pandemic pivot, helping a friend transition her Tuscan cooking classes into an online school.Side...
#1463 - Q&A: How to get 2021 off to a better start?
January 2, 2021
- 05:47
We all know how 2020 went. What can we do to make a fresh start in the new year?Side Hustle School features a new episode EVERY DAY,...
Welcome to Side Hustle School
January 1, 2021
- 01:31
Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting...
#1462 - Principles of Side Hustle School: A New Year Begins!
January 1, 2021
- 07:26
Time flies! For year five, we’re continuing with more listener interaction and introducing a few surprises. Side Hustle School features...
#1461 - Farewell, 2020: It’s Been Real
December 31, 2020
- 05:37
Happy New Year’s Eve. What a year it’s been! Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of...
#1460 - Q&A: What separates small earners from big ones?
December 30, 2020
- 07:33
Every Side Hustle School story features someone who earns at least $500 a month apart from their day job. But some people earn a lot...
#1459 - Steady Grind Leads to Sustainable Side Income
December 29, 2020
- 07:25
After initially delving into web design out of sheer curiosity, this engineer now uses these skills to bring in $40,000 a year on the...
#1458 - Q&A: Does the "Evernote Essentials" model still work?
December 28, 2020
- 05:56
Years ago, a simple user manual turned into a huge moneymaker for one savvy Evernote user. Can you still profit from writing a guide to...
#1457 - GOALLL! Corporate Filmmaker Moonlights as Soccer Ref
December 27, 2020
- 08:32
When a young soccer fan can’t find his feet for the game, he gets the ball rolling on becoming a referee instead, making money from the...
#1456 - Q&A: Should I use side hustle income for a retirement fund?
December 26, 2020
- 04:52
Today’s listener is wondering about using side hustle income specifically for her retirement fund. Is there anything specific that might...
#1455 - SPECIAL Q&A: Caller from Finland Requests Help with Global Present Delivery
December 25, 2020
- 04:12
A bearded man from Finland calls in to discuss a change in business model. Kids don’t want to receive hand sanitizer for Christmas!Side...
#1454 - TBT: Crafty Headbands Fly Off the Shelves
December 24, 2020
- 08:51
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a crafty New Yorker who sells thousands of headbands....
#1453 - Q&A: How to earn from a directory of bank signup bonuses?
December 23, 2020
- 05:09
Today’s caller earned $300 from opening a bank account, and it got him thinking: free money is good! Might there be a way to earn even...
#1452 - Reddit Post Inspires Airbnb Cleaning Service
December 22, 2020
- 07:27
Inspired by a post on Reddit, a Los Angeles man picks up the knowledge to start his own cleaning service.Side Hustle School features a...
#1451 - Q&A: Working through anxiety and “2020 fatigue.”
December 21, 2020
- 05:38
A listener is drained, discouraged, and disheartened with the continued struggle of 2020. How have other people managed to overcome...
#1450 - Recruiter Gives Pink Slip to Boring Resumes
December 20, 2020
- 07:46
After helping a number of job-seeking friends, a recruiter decides to monetize her resume skills.Side Hustle School features a new...
#1449 - Q&A: What does "Proposition 22" mean for independent contractors?
December 19, 2020
- 05:48
California’s voters recently approved Proposition 22, changing the rules for some independent contractors who work for companies like...
#1448 - Q&A: Is there a better way to do local restaurant delivery?
December 18, 2020
- 04:31
Today’s caller has been frustrated with the big food delivery services, and is wondering if there’s a better way. Side Hustle School...
#1447 - TBT: 3D Printing Enables Distance Learning Materials
December 17, 2020
- 08:31
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a pediatrician who creates an educational tool to help...
#1446 - Q&A: How to quickly get to market with a distance learning guide?
December 16, 2020
- 06:05
Today’s caller is developing a guide to help parents and teachers with distance learning. This is an urgent need and he wants to move...
#1445 - Financial Planner Moonlights as Trivia Host
December 15, 2020
- 07:13
When a new financial planner looks for a way to grow his clientele, he begins to host trivia nights—going on to earn a side income...
#1444 - CLASSROOM: Revisiting Key Lessons (Part II)
December 14, 2020
- 10:31
What a year it’s been! In the second part of this two-part series, we reflect on the key lessons from the 2020 Classroom series. Side...
#1443 - Graphic Designer Documents Remote Earnings
December 13, 2020
- 07:34
When an Australian graphic design graduate lands a freelancing gig sprucing up business and marketing reports, she draws enough...
#1442 - Q&A: How can I negotiate a revenue share percentage?
December 12, 2020
- 06:17
When selling a course through a third-party platform, how can you negotiate a revenue share percentage—and what’s an ideal percentage to...
#1441 - Q&A: Should I copyright my sex positive apparel ideas?
December 11, 2020
- 05:57
A listener in Los Angeles is planning to sell “novelty clothing featuring intelligent innuendos.” How does she need to protect her...
#1440 - TBT: Natural Deodorant Becomes Beauty Line
December 10, 2020
- 07:08
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a CPA who turns natural deodorant made from apple cider...
#1439 - Q&A: How to profit from a distorted real estate market?
December 9, 2020
- 05:39
Today’s caller is interested in profiting from real estate. Considering the longterm effects of the global pandemic, might there be some...
#1438 - Cyclist Puts Wheels in Motion on Bike Box Biz
December 8, 2020
- 06:41
When a triathlete ships a road bike around the world, little does he know that the box it comes in would take him on a journey of its...
#1437 - Q&A: Help! I’m too tired from Zoom to do anything else
December 7, 2020
- 06:17
After so many hours spent in online meetings for her job, how can this listener find the energy to work on something for herself? Side...
#1436 - Engineer Invents Podcast Alarm Clock
December 6, 2020
- 08:02
When an engineer searches for the perfect way to start his day, he ends up inventing a way to be woken up by his favorite podcasts.Side...
#1435 - Q&A: Can I get away without buying an SSL?
December 5, 2020
- 04:41
To have a secure website, you have to purchase and install a certificate known as SSL. Is this really essential?Side Hustle School...
#1434 - Q&A: What kind of partnership agreement do I need?
December 4, 2020
- 04:45
This podcaster wants to partner with a coffee shop to make his own branded blend of beans. What kind of contract does he need to protect...
#1433 - TBT: Family Affirmation Cards Go Global
December 3, 2020
- 07:30
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of a Canadian business that helps kids...
#1432 - Q&A: Help! I’m still overwhelmed with buying products on Alibaba
December 2, 2020
- 05:09
A recent Classroom episode covered the basics of buying products for resale on Alibaba—but this listener is still confused. Let’s clear...
#1431 - Catholic School Teacher Resuscitates First Aid Courses
December 1, 2020
- 07:45
When a teacher gets re-certified in first aid after a ten year absence, he finds that compressing his knowledge into his own course will...
#1430 - CLASSROOM: Revisiting Key Lessons (Part I)
November 30, 2020
- 08:26
What a year it’s been! In this two-part series, we reflect on the key lessons from the 2020 Classroom series. Side Hustle School...
#1429 - Cardiologist Carves Out Bearable Sculptures
November 29, 2020
- 06:39
When a cardiologist discovers a new hobby in carving wooden bears, he gets his bearings and gets paid for it.Side Hustle School features...
#1428 - Q&A: How to set up payment plans with auto-renewal?
November 28, 2020
- 05:52
Today’s caller is hoping to set up a service with a low service fee *and* a renewal payment every three months. Is there an easy way to...
#1427 - Q&A: Should I use a service to promote my romance series?
November 27, 2020
- 07:13
An author of a new romance series wants to know if she should pay a service that markets ebooks to a large audience to promote her...
#1426 - TBT: Beer Made from “Upcycled” Grain
November 26, 2020
- 07:14
Happy Thanksgiving! In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of a business that...
#1425 - Q&A: Should I publish my course in more than one location?
November 25, 2020
- 05:44
Today’s listener from the UK is wondering about publishing an online course with a platform like Udemy or Coursera. Does she have to...
#1424 - Logistics Broker Earns Extra Income From Graffiti
November 24, 2020
- 07:31
When a logistics broker offers to do graffiti for a friend, he unexpectedly paints himself into an extra income.Side Hustle School...
#1423 - Q&A: How can an Italian living overseas get more voiceover work?
November 23, 2020
- 05:37
An Italian living in England is trying to break into the multilingual voiceover market. Side Hustle School features a new episode EVERY...
#1422 - Financial Planner Sells Sartorial Storage Solutions
November 22, 2020
- 07:26
In need of extra household cash, a financial planner in Texas combines his love of woodworks and menswear. Side Hustle School features a...
#1421 - Q&A: Is it really better to offer more ways of accepting payment?
November 21, 2020
- 04:11
This listener is wondering about adding new options for accepting payment, including checking debits and cryptocurrency. Is more always...
#1420 - Q&A: How can I sell “printables” without paid ads?
November 20, 2020
- 06:01
Today’s listener wants to sell printables (digital artwork for download) and needs a quick marketing plan to profit before Thanksgiving...
#1419 - TBT: Personal Trainer Pumps Up Protein Pancakes
November 19, 2020
- 07:12
In this week’s “Throwback Thursday / Where are they now?” segment, we’ll hear from a personal trainer who sells pumped-up pancakes full...
#1418 - Q&A: Should I change my business name?
November 18, 2020
- 05:22
Today’s caller from rural Australia has made a website, podcast, and online course—but now he’s thinking of changing the name. What’s...
#1417 - Bookstore Employee Crafts Paper Bead Jewelry
November 17, 2020
- 07:59
When an art student and bookstore employee looks for ways to supplement her income, she invents a new art form making paper beads from...
#1416 - CLASSROOM: Troubleshooting—What If It Doesn’t Work?
November 16, 2020
- 09:35
What if your idea, product, or service doesn’t work out? These tips will help you turn a misstep (or even a disaster!) into positive...
#1415 - Shabbat Shalom! Marketer Creates Day-of-Rest Subscription Box
November 15, 2020
- 07:55
After dropping off supplies to assist friends in virtually celebrating Shabbat, a marketing specialist creates a “Mensch box” to help...
#1414 - Q&A: Can you deduct side hustle losses from your federal income taxes?
November 14, 2020
- 04:37
This listener’s new side hustle lost money this year. Hopefully that will change in 2021, but for now—is there a silver lining in being...
#1413 - Q&A: How to make money from Spotify playlists?
November 13, 2020
- 05:58
Today’s listener wants to curate playlists on Spotify and get paid for it. Is that a thing? Side Hustle School features a new episode...
#1412 - TBT: Nomadic Family Cooks Up Profit With Italian Housewares
November 12, 2020
- 07:25
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Italian American who sells a line of imported...
#1411 - Q&A: How to market a controversial topic?
November 11, 2020
- 04:47
Today’s listener is trying to help families mend fractured relationships—and for some reason, Google thinks this is so controversial...
#1410 - Dancer Steps Up With Blinged Out Costumes
November 10, 2020
- 07:05
When a freelance dancer decides to hang up her boots for a calmer life, she waltzes right into a costume making hobby that turns...
#1409 - Q&A: My idea isn’t working … what’s the best way to move on?
November 9, 2020
- 04:43
What happens when your first, second, and third ideas all fail to achieve your desired results?Side Hustle School features a new episode...
#1408 - Physician Assistant Peru-ses Machu Picchu Treks
November 8, 2020
- 08:42
When an orthopedics assistant befriends his local guide while trekking to Machu Picchu, they decide to start a tourism service...
#1407 - Q&A: Can I get paid to help people learn to complain better?
November 7, 2020
- 06:06
Today’s listener is good at complaining to big companies when something goes wrong. Is there a way he can profit from teaching this...
#1406 - Q&A: How do I deal with a chargeback?
November 6, 2020
- 05:42
Oh no! Our listener received a chargeback from the payment processor she uses to accept credit cards. Is there anything she can do about...
#1405 - TBT: “Life’s Not Fair”: Children’s Books About Real-Life
November 5, 2020
- 07:19
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of an unconventional children’s book...
#1404 - Q&A: Should I update my LinkedIn profile to better match my side hustle?
November 4, 2020
- 04:47
Today’s listener has started a podcast for dog lovers. She’s wondering if she should update her LinkedIn profile to remove references to...
#1403 - Texas Designer Creates “Flags For Good”
November 3, 2020
- 07:21
It’s election day in the U.S.! In this story: a designer and long-time flag enthusiast uses his passion to create “flags for good,”...
#1402 - CLASSROOM: Sourcing Products Using Alibaba
November 2, 2020
- 11:37
How can you buy and resell products from an overseas manufacturer? These six tips will get you started.Side Hustle School features a new...
#1401 - Pharmacist Provides Formula For Aspiring Technicians
November 1, 2020
- 08:28
An ambitious pharmacist creates an online course for aspiring pharmacy techs.Side Hustle School features a new episode EVERY DAY,...
#1400 - Q&A: Should I create a website for medical coders?
October 31, 2020
- 05:53
***EPISODE 1,400!!*** Today’s listener is working on a website that helps medical coders earn free continuing education (CE) credit. How...
#1399 - Q&A: Should I keep politics out of my business?
October 30, 2020
- 05:07
A listener yearns for the days when he could express his support for a political candidate while still maintaining positive...
#1398 - TBT: Minimalist Backpacks With a Cause
October 29, 2020
- 07:26
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a married couple who sells minimalist backpacks. Their...
#1397 - Q&A: 2020 has been overwhelming. What’s the outlook for next year?
October 28, 2020
- 05:53
Today’s caller has noticed something: 2020 has been ridiculous! He’s wondering what comes next and how we can find opportunities in the...
#1396 - Attorney Shutters Day Job In Favor Of Photography
October 27, 2020
- 07:33
When an antitrust attorney loses interest in her day job, she captures the moment in profitable portrait photography.Side Hustle School...
#1395 - Q&A: Should I pay a publicist to book me as a podcast guest?
October 26, 2020
- 06:40
Today’s caller is trying to build her brand as a lifestyle coach. Should she hire a publicist to book her as a guest on podcasts? Side...
#1394 - “Decision Coach” Makes Money By Making Decisions
October 25, 2020
- 07:46
After being asked by her friends and family to give them straightforward advice, a writer decides to see if she can get paid to make...
#1393 - Q&A: How can I use my degree with my side hustle?
October 24, 2020
- 06:16
A caller from the U.K. is wondering about how to use his degree in sport and exercise science in marketing a coaching service. Side...
#1392 - Q&A: How can I produce in-person experiences when people are afraid?
October 23, 2020
- 07:21
If you’re producing a safety-conscious event, how can you market it in a way that overcomes the fear many people have during the...
#1391 - TBT: Physician Designs Plush Toys to Teach Anatomy
October 22, 2020
- 08:33
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a doctor who makes plush toys in the shape of human...
#1390 - Q&A: Should I accept Bitcoin as a payment method?
October 21, 2020
- 05:26
Today’s listener is wondering about Bitcoin, the world’s best known cryptocurrency—should he accept it as payment for his new app? Side...
#1389 - Marketing Guy Isn’t Afraid Of Ghostwriting
October 20, 2020
- 06:58
After a partner in a marketing firm fulfills a lifelong dream of writing his own novel, he begins ghostwriting for others, penning...
#1388 - CLASSROOM: Dealing with Customer Complaints
October 19, 2020
- 09:19
“Oh no, I got a complaint!” Every side hustler worries about it, but dealing with complaints doesn’t need to be overwhelming. These...
#1387 - Off Road Enthusiast Wanders Into Profit
October 18, 2020
- 08:05
When a mechanical engineer and 4x4 fanatic tries to save money on his Jeep upgrades, he wrangles with local vendors for free parts—and...
#1386 - Q&A: My product is selling on Amazon … but how can I get more attention?
October 17, 2020
- 05:28
A listener from Singapore sells biodegradable party cups with cheerful designs. She’s selling them on Amazon, and wondering how to get...
#1385 - Q&A: Are there other types of digital assets?
October 16, 2020
- 05:49
Our story of a woman in New Zealand who sells virtual paint brushes for iPad users was very popular, and a listener is wondering: are...
#1384 - TBT: Florist Offers Nationwide, DIY Wedding Flowers
October 15, 2020
- 09:22
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a wedding florist in Oklahoma who has a creative idea to...
#1383 - Q&A: How can I monetize a site for fans of Black superheroes?
October 14, 2020
- 05:41
A listener wants to build a fan site showcasing Black superheroes from DC and Marvel comics—how can he make money from it?Side Hustle...
#1382 - Insurance Manager Finds New Shelves for Old Antiques
October 13, 2020
- 07:05
After selling an unwanted collection of antiques, an insurance manager goes on a hunt for more inventory.Side Hustle School features a...
#1381 - Q&A: What are your top tips for daily writing?
October 12, 2020
- 05:48
Today’s caller is hoping to improve her writing streak. How can we help her keep writing 1,000 words a day?Side Hustle School features a...
#1380 - Mother-Daughter Team Starts Squeaky-Clean Soap Shop
October 11, 2020
- 07:31
While staying up late one night, a mom and her daughter decide that they want to start a business together. Side Hustle School features...
#1379 - Q&A: Should I provide a guarantee for my real estate photography service?
October 10, 2020
- 04:32
Today’s listener is starting to get paid for real estate photography. Should she offer a money-back guarantee in case a client is...
#1378 - Q&A: Any ideas for a military couple?
October 9, 2020
- 06:28
They’ve been in the military for more than a decade, and they’re thinking ahead. What might be a good side hustle for a couple that...
#1377 - TBT: Mobile Coffee Roasting Blends Work and Family
October 8, 2020
- 09:50
In this week’s “Throwback Thursday / Where are they now?” segment, we revisit a neighborhood coffee lover who follows a whim to a mobile...
#1376 - Q&A: I set up my email list … now what??
October 7, 2020
- 05:29
Aside from your website, your email list may be the most important tool in growing any new business. After you get it set up, what comes...
#1375 - College Curriculum Developer Makes Minimalist Jewelry
October 6, 2020
- 07:46
When a professional development specialist can’t find “just the right” piece of jewelry, she makes it herself. Six years later, she’s...
#1374 - CLASSROOM: Transitioning Between Projects
October 5, 2020
- 09:43
How can you transition between projects (or a job and a side hustle) without constantly losing your flow—and how can you start a...
#1373 - Texas Mom Profits from Poshmark Sales
October 4, 2020
- 07:27
A mom of two young daughters goes to look for used clothes, and ends up finding a new pastime of reselling items on Poshmark and other...
#1372 - Q&A: Can I compete with Gazelle by reselling iPhones?
October 3, 2020
- 06:24
When you upgrade your iPhone or Android smartphone, what do you do with the old one? Many of us trade them in, knowing that we aren’t...
#1371 - Q&A: How to convert non-paying students into customers?
October 2, 2020
- 05:01
Today’s caller (from Egypt!) is teaching software development through an apprenticeship model, but most of his students aren’t paying....
#1370 - TBT: The Accountant Who Sold Spreadsheets to Etsy Sellers
October 1, 2020
- 09:40
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an accountant who sells spreadsheet templates and other...
#1369 - Q&A: Do I have to sell as a SAAS?
September 30, 2020
- 05:38
A listener is trying to decide how to price a new online service. Should she use the common SAAS (“software as a service”) model, or are...
#1368 - Mother Of Five Sells Pretty Old Books
September 29, 2020
- 07:43
When a stay at home mom hopes to avoid returning to full-time work outside the home, she starts selling vintage books packaged by...
#1367 - Q&A: Help! My website images keep disappearing…
September 28, 2020
- 04:54
Today’s listener is having a weird problem—the images on his posts are disappearing. What’s going on? Side Hustle School features a new...
#1366 - Homeschooler Unleashes Creativity with Penmanship Posters
September 27, 2020
- 07:35
While homeschooling her twin daughters, this genetic analyst goes in search of penmanship aids—and ends up making her own. Side Hustle...
#1365 - Q&A: How can I get more comments on my blog and Instagram posts?
September 26, 2020
- 05:50
Today’s listener wants more engagement from her online community. How can she achieve her objective—and is it the right way to measure...
#1364 - Q&A: Do I really need to open a business bank account?
September 25, 2020
- 05:55
I’ve always said that when you begin to earn income apart from your day job, you need to open a separate bank account … but today’s...
#1363 - TBT: Popular Board Game Raises $1 Million on Kickstarter
September 24, 2020
- 09:27
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a fan of old-school board games who’s achieved...
#1362 - Q&A: How to launch a communications business for healthcare providers?
September 23, 2020
- 05:51
Today’s listener is a medical professional by background and is starting a communications business on the side. How can she find her...
#1361 - Texas Teacher Takes On Test-Taking Tutorials
September 22, 2020
- 08:39
When a teacher takes a new certification test in order to keep his job, he blogs about the experience and builds a following by helping...
#1360 - CLASSROOM: How to Ask for Referrals
September 21, 2020
- 09:14
Your existing customer base is the single best source of referrals—and you don’t have to pay to advertise to them. How can you develop a...
#1359 - Land Surveyor Paints a Sign Hustle
September 20, 2020
- 07:55
When a land surveyor and father of three can’t take his job any more, he experiments with business ideas until he lands on something...
#1358 - Q&A: Can I use other people's recipes for my ebook for children?
September 19, 2020
- 05:09
Today’s listener has a new YouTube channel and wants to write a related ebook that features recipes for kids. Can she borrow and rename...
#1357 - Q&A: How can I create a product to help people with applied learning?
September 18, 2020
- 05:32
This listener wants to help people learn more actively. Sounds good, but how does it become a product or service? Side Hustle School...
#1356 - TBT: Teaching the World to Play Saxophone
September 17, 2020
- 07:40
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an Australian musician who’s created an online community...
#1355 - Q&A: How can I start a pandemic dating service?
September 16, 2020
- 04:34
Today’s listener wants to start a pandemic dating service. Will it be short-lived—or a viral sensation? Side Hustle School features a...
#1354 - Magicians Open Enchanting Online Store
September 15, 2020
- 06:37
Dissatisfied with the slow innovation in the magic community, two magicians create their own online retailer. Side Hustle School...
#1353 - Q&A: How can I market Jujitsu products?
September 14, 2020
- 06:54
A listener in Argentina is starting “Run and Roll,” a clothing brand for fans of jujitsu. How can she reach her ideal audience? Side...
#1352 - Social Media Manager Moonlights for Mothers
September 13, 2020
- 07:28
After a traumatic birth experience, a biologist turned social media manager takes on another new responsibility of helping expectant...
#1351 - Q&A: When is the right time to sell your business?
September 12, 2020
- 05:48
Today’s listener has a rugby lifestyle brand, and he might be ready to sell! How does he know if the time is right, and what should he...
#1350 - Q&A: How can I use Spotify as a lead generation source?
September 11, 2020
- 06:15
How can an independent musician connect with fans who discover them on Spotify or Soundcloud? Side Hustle School features a new episode...
#1349 - TBT: Coronavirus Triples Sales of Cold Brew Coffee
September 10, 2020
- 07:28
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of Bizzy Coffee. They started by selling...
#1348 - Q&A: What should I know before I start a Twitch channel?
September 9, 2020
- 05:58
A listener has a cooking show on YouTube, and she wants to branch out to another platform. Is there a way to do this without working...
#1347 - Dedicated Runner Goes the Distance for Online Training
September 8, 2020
- 08:52
When a government contractor and experienced runner injures himself after a marathon, he races to start a blog helping others avoid the...
#1346 - CLASSROOM: Selling a Food & Beverage Product
September 7, 2020
- 09:22
Want to sell your gluten-free pizza dough or Paleo-friendly donuts? It’s not as simple as selling an ebook, but it can be done. This...
#1345 - School Teacher Designs Specialized Diets for Dogs
September 6, 2020
- 07:17
After a teacher in Singapore learns to develop a special diet for her beloved dog Oreo, she learns to offer this “pawsome” service to...
#1344 - Q&A: How can I increase traffic to my tarot reading website?
September 5, 2020
- 05:39
Today’s listener is in search of something that a lot of our listeners will relate to: traffic to her website! What should she do while...
#1343 - Q&A: How can I find companies to sponsor my podcast?
September 4, 2020
- 05:43
Today’s listener is planning to start a podcast, and wants to take it seriously. How can they find sponsors? Side Hustle School features...
#1342 - TBT: Offline Conversation Game Goes Online
September 3, 2020
- 07:03
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Dutch co-founder of a popular game to inspire...
#1341 - Q&A: Can I make a different video about dogs every day for a year?
September 2, 2020
- 06:25
Today’s listener loves corgis … a lot. He’d like to make a series of daily videos about them. What should he think about if he decides...
#1340 - Book Lover Creates LGBTQ+ Subscription Service
September 1, 2020
- 08:43
When this book lover exhausts her network’s recommendations for LGBTQ+ books, she creates her own subscription box service.Side Hustle...
#1339 - Q&A: Is there a template to make an app or other software?
August 31, 2020
- 06:23
Today’s listener is looking for a template to make a website that has some specific functionality—in her case, a combination of...
#1338 - Hardworking Chef Whips Up Artisanal Cheesecakes
August 30, 2020
- 07:47
When a skilled chef grows tired of working in food stores, he takes on some whisk and starts his own cheesecake brand that’s anything...
#1337 - Q&A: How to go from farmers market to grocery store?
August 29, 2020
- 05:54
Today’s listener is one of those people who started baking while on lockdown, and it led to his first side hustle selling at farmers...
#1336 - Q&A: Should I start a new business or expand my current one?
August 28, 2020
- 06:33
This listener grew a side hustle to a full-time business—so naturally, now she wants to start another hustle! Is it completely new or an...
#1335 - TBT: “Graphic Designer for Dogs” Retrieves New Clients
August 27, 2020
- 08:25
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a graphic designer who started off by specializing in...
#1334 - Q&A: How do I market to my personal network?
August 26, 2020
- 06:51
Today’s listener has developed a coloring book for kids to help them learn about cell biology. She knows a lot of people in her personal...
#1333 - The Great British Baking Scratch-Off Poster
August 25, 2020
- 08:45
Two British military officers take their baking talents to the masses with these popular scratch-off posters featuring 100 classic...
#1332 - CLASSROOM: Crowdfunding Basics & Best Practices
August 24, 2020
- 12:30
Whether through Kickstarter or another platform, raising money and support through crowdfunding can be a great option—but only for the...
#1331 - Art Classes by Zoom Produce Pandemic Profits
August 23, 2020
- 08:43
An art teacher uses her tech savvy to offer online classes during the COVID-19 pandemic, reaching hundreds of viewers (and getting paid)...
#1330 - Q&A: How can I get past the plateau I keep encountering?
August 22, 2020
- 06:27
Today’s caller has been able to build his project to $1,000 a month, but can’t move past the plateau. It’s a great start! What comes...
#1329 - Q&A: How to grow a blog for couples separated by borders?
August 21, 2020
- 06:37
This longtime listener is an immigration attorney who’s starting a series of courses for couples separated by borders. How can she grow...
#1328 - TBT: Cybersecurity Training Becomes 7-Figure Business
August 20, 2020
- 07:05
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a former adjunct professor who put his course on YouTube...
#1327 - Q&A: How can an author succeed in this day and age?
August 19, 2020
- 06:12
Our caller today has been working on her first novel, and she doesn’t want it to be confined to a drawer forever. She wants to sell it!...
#1326 - “Secrets of Sushi” YouTube Channel Serves Hungry Fans
August 18, 2020
- 08:32
When a young sushi chef questions the environmental impact of his beloved cuisine, he undertakes a journey to learn about sustainable...
#1325 - Q&A: I’m obsessed with Tik-Tok! How can I make money from it?
August 17, 2020
- 05:06
Today’s caller is wondering about monetizing their skills through Tik Tok, cashing in on headbanging dogs and gummy bear Adele concerts....
#1324 - Couple Follows the Signs to Custom Paint Parties
August 16, 2020
- 08:29
When a husband and wife look to spend more time at home with their kids, they follow the signs and start a unique paint party business...
#1323 - Q&A: How to get my first customer as a digital personal assistant?
August 15, 2020
- 06:04
Today’s listener wants to become a digital personal assistant to help people with tech support. How should he proceed? Side Hustle...
#1322 - Q&A: How does “retargeting” work?
August 14, 2020
- 04:59
A listener wants to bring more attention to his podcast and blog for aviation lovers. He’s heard about “retargeting”—how does it work?...
#1321 - TBT: “Near and Deer” Taxidermy Service Mounts Up
August 13, 2020
- 08:41
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-owner of Near and Deer, a faux taxidermy service...
#1320 - Q&A: How can I get an ebook cover designed?
August 12, 2020
- 04:08
A listener wants to publish her husband’s science fiction stories and books on Kindle. Where can she find affordable editing and cover...
#1319 - Former High School Athlete Creates Coaching Subscription
August 11, 2020
- 08:01
When his old high school football coach reaches out to him, a sales professional creates a program to foster leadership skills in...
#1318 - CLASSROOM: Set Up a Wordpress Website
August 10, 2020
- 10:24
If you haven’t made your first website yet, this short tutorial will get you going in no time.Side Hustle School features a new episode...
#1317 - Bartender Sells Pocket-Sized Reminders of Positivity
August 9, 2020
- 06:51
A curious bartender discovers that his next side hustle idea has been in his pocket all along.Side Hustle School features a new episode...
#1316 - Q&A: How to grow a podcast for Toyota Prius owners?
August 8, 2020
- 06:40
This listener in Hungary has a podcast for owners of hybrid cars. He’s focused on the Prius for the past year, but wants to expand the...
#1315 - Q&A: How to start a guide to government grants?
August 7, 2020
- 04:44
Today’s listener wants to create a guide for government grants. Is this a good idea, and if so, what’s the best path forward? Side...
#1314 - TBT: These iPad Paintbrushes Never Run Dry
August 6, 2020
- 08:42
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Zealand software developer who popularizes iPad...
#1313 - Q&A: How can I drive more traffic to my site instead of Udemy?
August 5, 2020
- 06:50
This listener has created an ambitious home improvement video course. It’s currently hosted on a third-party platform, and he wants to...
#1312 - College Student Starts Million Dollar Design Biz
August 4, 2020
- 07:23
A college student uses her artistic skills to make personalized gifts for family and friends, growing it into a million dollar business....
#1311 - Q&A: Should I self-publish a mental health guidebook on Kindle?
August 3, 2020
- 05:06
A listener in Mexico is starting a podcast on mental health, and also wants to publish a book. Should she put it out on Kindle even...
#1310 - Lifelong Freelancer Adds Real Estate Photography to Portfolio
August 2, 2020
- 08:19
When a lifelong freelancer becomes interested in real estate photography after selling his home, he learns the trade and develops a new...
#1309 - Q&A: Any ideas for an architect trying to change business models?
August 1, 2020
- 05:47
An experienced architectural drafter is hoping to make a change. He still wants to use his professional skills, but in a way that...
#1308 - Q&A: Is it ethical to sell the same thing at different prices?
July 31, 2020
- 06:24
Is there anything wrong with selling to a range of customers at different prices—and if not, how can you do it without someone finding...
#1307 - TBT: English Language Game Throws Down Amazon Gauntlet
July 30, 2020
- 07:41
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an English teacher who turns his passion for verbs into...
#1306 - Q&A: How to charge for a travel service post-quarantine?
July 29, 2020
- 05:07
Today’s listener is wondering about travel in the post-COVID world. Can he charge for a service that helps long-distance couples connect...
#1305: Wichita Native Gets Paid to Show Off His City
July 28, 2020
- 06:52
When his friends all leave town to move to “cooler” cities, an engineer creates an Instagram account to highlight local attractions in...
#1304 - CLASSROOM: Create Content By Answering Questions
July 27, 2020
- 10:10
If you’d like to receive free traffic to your website, you need to learn a few simple tips about search engine optimization (SEO). And...
#1303 - Power Plant Specialist Tugs On Archery Business String
July 26, 2020
- 08:28
A power plant worker hits the bullseye with a tool to create bow strings for archers.Side Hustle School features a new episode EVERY...
#1302 - Q&A: How can I fast track my idea?
July 25, 2020
- 05:19
Not every side hustle idea is going to work out … but is there a way to learn in advance which ones are more likely to succeed? Side...
#1301 - Q&A: How to narrow down a personal finance target market?
July 24, 2020
- 05:43
A listener in Dallas wants to help teens and young adults learn personal finance—but the groups she has in mind are very different. How...
# 1300 - TBT: Blogger Explores Affiliate Marketing in India
July 23, 2020
- 08:28
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a blogger in India who helps readers with financial...
#1299 - Q&A: Where to find free music for paid events?
July 22, 2020
- 05:11
This listener has been hosting a series of virtual events to connect with other moms interested in entrepreneurship, and she’d like to...
#1298 - Pharmacist Cues Connections with Conversational Cards
July 21, 2020
- 07:06
When a pharmacist longs for the deep connections she had with her college friends, she turns over a card to reveal a conversational side...
#1297 - Q&A: How can I get paid to help resellers?
July 20, 2020
- 05:27
Lots of people are exploring the world of reselling. Today’s caller is wondering … what are the reseller’s needs, and what can he sell...
#1296 - The Rise of the Beer Koozie Empire
July 19, 2020
- 08:30
Frustrated with the subpar experience of drinking warm beer, a college drop-out creates a multi-million dollar insulated beverage...
#1295 - Q&A: How to price services to help parents of autistic children?
July 18, 2020
- 06:10
A listener recently launched a coaching service for parents and caregivers of autistic kids. How can she decide on her pricing?Side...
#1294 - Q&A: Are Amazon ads worth trying?
July 17, 2020
- 05:13
In addition to selling more than twelve million items, Amazon.com also sells ads. Might this be a good alternative to expensive Google...
#1293 - TBT: Organization Expert Declutters 150+ Homes
July 16, 2020
- 07:40
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a yoga instructor turned home organizer, who donates...
#1292 - Q&A: Should I publish a daily audio diary about writing a book?
July 15, 2020
- 05:21
Today’s listener has an idea to work on a new book and share their journey along the way. How can they do this, and is it a good idea?...
#1291 - Recruiter Moonlights on HR Jobs Marketplace
July 14, 2020
- 08:30
After freelancing for five years, an HR and recruitment consultant launches a platform to help employers find the talent they need.Side...
#1290 - CLASSROOM: Forecast Your Profit on a Napkin
July 13, 2020
- 09:42
Your side hustle MUST have a clear plan to make money. By using a simple estimating tool to forecast profit and expense, you’ll be able...
#1289 - Social Media Fan Ties the Knot with Wedding Marketing
July 12, 2020
- 07:29
When a longtime social media fan (hello, AOL!) looks to add creativity into her life, she combines her passion for weddings and her...
#1288 - Q&A: How did THE MONEY TREE launch go?
July 11, 2020
- 05:41
A listener checks in to ask how my recent pandemic-timing book launch went. Short version: it was challenging!Side Hustle School...
#1287 - Q&A: How to sell an online birth preparation course?
July 10, 2020
- 07:14
A couple in the UK seeks advice on a birth preparation program course they’ve been revisiting in recent months. Side Hustle School...
#1286 - TBT: Man Makes $100,000, Five Dollars at a Time
July 9, 2020
- 07:07
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a man who specializes in naming businesses. He started...
#1285 - Q&A: Can you say more about imposter syndrome? I’m still struggling!
July 8, 2020
- 06:26
Today’s listener has no shortage of ideas, but feels held back by her own beliefs. This is a common problem … what’s the solution?Side...
#1284 - Office Manager Cleans Up With Etsy Soap Store
July 7, 2020
- 07:19
A seasoned traveler takes a soap-making course while living in China. Years later, she proves that soap springs eternal by starting a...
#1283 - Q&A: How should I launch a gift box service for new moms?
July 6, 2020
- 04:47
A listener has an idea to sell gift boxes to new moms. Should she start selling on Etsy, make her own website, or something else? Side...
#1282 - Dancer Waltzes Into Staffing Agency for Performers
July 5, 2020
- 08:16
When an aspiring dancer moves to New York City to make it big, she avoids becoming another broke performer by working odd side jobs—then...
#1281 - Q&A: How should my students register for an online art class?
July 4, 2020
- 04:31
When it comes to DIY website building tools (Squarespace, Wix, etc.), many of them have similar features. Is the same true of online...
#1280 - Q&A: Help! People keep stealing and reposting my photos
July 3, 2020
- 05:52
A listener is a photographer who’s concerned about people reposting their images without permission. What’s the best response in these...
#1279 - TBT: These “Sweatpant Overalls” Produce Joy and Extra Pockets
July 2, 2020
- 08:09
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the man who brought sweatpant overalls for men (really!)...
#1278 - Q&A: What to do with an app for Apple Watch?
July 1, 2020
- 05:21
One of our listeners has developed an app for the Apple Watch. So far it’s moderately successful—what should he do next? Side Hustle...
#1277 - Volunteer Turns Good Deeds Into Paid Consulting
June 30, 2020
- 08:20
When an Indian sales professional begins offering free advice on Quora, he discovers a valuable skill he can get paid for. Side Hustle...
#1276 - CLASSROOM: How to Avoid Getting Stuck
June 29, 2020
- 10:28
To be “stuck” means you’ve reached an impasse, obstacle, or limitation that hinders your progress. In this Classroom feature, learn five...
#1275 - IT Manager Gains Income After Losing Weight
June 28, 2020
- 08:50
When a desk worker finally manages to get in shape, he starts a personal training side biz that inspires others.Side Hustle School...
#1274 - Q&A: What have you learned from YouTube Live?
June 27, 2020
- 07:01
I recently finished a 30-day experiment of going live on YouTube every day to teach a short lesson and answer questions. What did I...
#1273 - Q&A: How to make a prototype for a physical product?
June 26, 2020
- 05:33
Our listener today is starting a side hustle that requires a physical product, and he’s wondering… how can he make a prototype? Does he...
#1272 - TBT: Bestselling Author Publishes Novels, Online Courses, and More
June 25, 2020
- 09:06
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from an incredibly productive author who writes novels in the...
#1271 - Q&A: What’s the best way forward in the Knowledge Economy?
June 24, 2020
- 05:56
It’s been a couple of decades since people have been talking about globalization and ecommerce. But it can also feel overwhelming, so...
#1270 - Brooklyn Academic Learns To Upcycle Fine China
June 23, 2020
- 07:37
After stumbling across a collection of fine china being thrown away, an out-of-work academic learns to upcycle similar items into tiered...
#1269 - CLASSROOM: Dealing with Unsupportive Family Members
June 22, 2020
- 10:44
What if your family doesn’t support your side hustle? It’s not an uncommon situation, and you don’t need to choose between your dream...
#1268 - Sophomores Stitch Together Custom T-Shirts
June 21, 2020
- 07:05
When two college students look to start a business, they roll up their sleeves and create a custom t-shirt company—totally off the...
#1267 - Q&A: Financial independence, retire early (FIRE)—what’s up with that?
June 20, 2020
- 04:46
This listener wants to know how Side Hustle School works with the model of Financial independence, retire early (FIRE). Are they...
#1266 - Q&A: How can I take my aerial yoga teaching to new heights?
June 19, 2020
- 05:16
Today’s caller is doing well teaching aerial yoga classes on the beach. Is there a way to scale this business and teach online? Side...
#1265 - TBT: Frozen Yogurt Dog Treats Are No Barking Matter
June 18, 2020
- 08:21
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the co-founder of a business that provides frozen treats...
#1264 - Q&A: Could I start a site for crafters to exchange unfinished projects?
June 17, 2020
- 06:33
A listener is wondering about her crafty side hustle idea: is it worth trying? If so, what’s the next step to making it reality?Side...
#1263 - River Guide Submits Side Hustle Job Application
June 16, 2020
- 06:48
When a river guide struggles with his company's hiring process, he uses his knowledge to build a job application software platform that...
#1262 - CLASSROOM: Halfway through the year! Let's review.
June 15, 2020
- 07:46
We’ve made it to the middle of 2020! Let’s review what we’ve covered in the Classroom series so far, and prepare to move to a major...
#1261 - Military Spouse Starts Subscription Box Mission
June 14, 2020
- 08:07
When an HR Director's husband is away on military deployment, she uses the alone time to march toward a subscription box.Side Hustle...
#1260 - Q&A: What is the business need that art fulfills?
June 13, 2020
- 05:41
For a lot of our stories, it’s clear what need is being met. But what about art? Among other things, this caller makes needle-felted...
#1259 - Q&A: What kind of review platform would be best for online learning?
June 12, 2020
- 06:00
So many people are doing online learning of all kinds these days, but selecting the right platform can also be overwhelming. Today’s...
#1258 - TBT: Lawyer Creates Course for New Parents Returning to Work
June 11, 2020
- 07:57
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Washington, DC attorney with a course to help new...
#1257 - Q&A: How to get customers to leave reviews on Etsy?
June 10, 2020
- 05:02
Today’s caller has a new Etsy shop selling greeting cards themed around grammar jokes—and she wants more reviews! What should she...
#1256 - The Legally Blind, Six-Figure Supernatural Romance Author
June 9, 2020
- 07:24
When a legally blind archaeologist can’t find work, she becomes a writer instead … and goes on to earn multiple-six figures...
#1255 - CLASSROOM: Who Are “Your People”? Understanding Psychographics
June 8, 2020
- 11:11
Your target market is more than just “millennials” or “women aged 34-39 living in the midwest.” Identifying the values and beliefs of...
#1254 - Petal to the Metal: Sisters Start Blooming Jewelry Store
June 7, 2020
- 07:21
When two artistic sisters create floral resin jewelry, they start a budding side hustle that really puts the petal to the metal.What if...
#1253 - Q&A: How can I share inspiring stories without writing?
June 6, 2020
- 05:02
What if you begin publishing a blog and then realize you don’t love writing—might there be another way to communicate and share the...
#1252 - Q&A: Should this cupcake baker go all-in or move on?
June 5, 2020
- 03:55
Today’s listener is a baker who’s concerned about burnout … and not from the oven! Should she go all-in, move on, or do something...
#1251 - TBT: The “Craigslist Photographer” Returns With a Report
June 4, 2020
- 06:38
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the Craigslist Photographer, who returns with a report...
#1250 - Q&A: How do you grow a podcast without spending money on ads?
June 3, 2020
- 06:40
If a podcast falls in the forest, will anyone hear it? This listener wants to know how to grow his new show—without handing over buckets...
#1249 - Country Music Fan Hits The Decks As Part-Time DJ
June 2, 2020
- 06:54
When a student starts frequenting a local country music bar she decides to turn the tables as an aspiring country music DJ. Side Hustle...
#1248 - CLASSROOM: Create a Powerful Origins Story
June 1, 2020
- 11:22
Be your own superhero! Learn to tell the story of how you gained the unique ability that led you to develop your helpful products and...
#1247 - PR Pro Writes Herself Into Screenwriting Career
May 31, 2020
- 07:12
An “only for fun” romance novel leads to a multiple six-figure side gig writing real-life screenplays for this PR and marketing...
# 1246 - Q&A: Help! I’m stuck trying to find my “ah-ha” idea
May 30, 2020
- 07:25
Today’s listener has kept her eyes open looking for opportunities, but hasn’t spotted her “ah-ha” idea yet. How can she proceed when she...
#1245 - Q&A: Does my idea to sell art in Airbnbs make sense?
May 29, 2020
- 05:25
Today’s listener owns an Airbnb in Portland, Oregon, and is connected with a number of local artists. Might there be some way to bring...
#1244 - TBT: New Jersey Blog Grows to 25+ Team Members
May 28, 2020
- 09:37
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Jersey school counselor turned blogger who now has...
#1243 - Q&A: Should I pay $2,000 for a domain name I really want?
May 27, 2020
- 04:27
Today’s listener has found the perfect domain for her new website and YouTube channel, but it’s already been registered and the seller...
#1242 - Media Manager Prepares Moms For Parenthood
May 26, 2020
- 07:50
After learning about Hypnobirthing, a first-time mom conceives a service that provides tools and resources for anxious future...
#1241 - CLASSROOM: Using Automation & Workflows
May 25, 2020
- 08:08
How can you make a manual process easier? It starts by answering the question: “How can I do this thing better?” Side Hustle School...
#1240 - Finance Professional Goes Big With Petite Dressing
May 24, 2020
- 07:41
A New York City woman starts a fashion business centered around petite women, then discovers that her blog is even more popular.Side...
#1239 - Q&A: How can I get more reviews on my Amazon listing?
May 23, 2020
- 06:10
This listener is using Fulfillment by Amazon with some success, but she needs more reviews on her listing page. What can she do to...
#1238 - Q&A: What are some common tax deductions for side hustlers?
May 22, 2020
- 06:39
Let’s talk about taxes! Love them or hate them … well, I don’t think anyone really *loves* them. Good news: when you operate a side...
#1237 - TBT: Splitting Time Between Art & Accounting During COVID-19
May 21, 2020
- 08:12
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from one of our very first case studies, a digital caricature...
#1236 - Q&A: What are the new opportunities in a turbulent time?
May 20, 2020
- 06:16
Many listeners continue to wonder about the effects (positive and negative) during the time of the novel coronavirus known as COVID-19....
#1235 - Virtual Meditation in the Midst of COVID-19
May 19, 2020
- 07:24
When a professional bodyworker starts an online meditation community in February 2020, it takes an unexpected turn with the arrival of...
# 1234 - CLASSROOM: Design a Smart Launch Strategy
May 18, 2020
- 12:24
You’ve put a lot of work into developing your product. How can you make sure that people notice? Side Hustle School features a new...
#1233 - Oncology Nurse Creates Candles During Coronavirus Crisis
May 17, 2020
- 06:07
When a nurse launches her retail candle business right before the coronavirus lockdown, she changes tactics and finds a flicker of...
#1232 - Q&A: How to manage multiple side hustles?
May 16, 2020
- 05:30
Today’s caller is starting to publish public domain titles as e-books, but she already makes money restoring furniture. How should she...
#1231 - Q&A: How can I rent out my spare bedroom on Airbnb?
May 15, 2020
- 06:10
An attorney who isn’t home a lot would like to earn passive income from renting out her spare bedroom. What does she need to know, and...
#1230 - TBT: Returning to the Workplace AFTER Quitting Your Job
May 14, 2020
- 08:11
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a New Jersey woman who sells monogrammed scarves. After...
BONUS: Small Business Strategies During COVID-19, PART III
May 13, 2020
- 08:32
How are small businesses doing in the wake of COVID-19? It turns out that some are struggling (a lot), others are thriving, and many...
#1229 - Q&A: Can I resell items I get for free?
May 13, 2020
- 03:41
Today’s listener received some free display equipment at a trade show. Can he resell it without worrying, or does this create an ethical...
#1228 - Pinup Photographer Gets Creative with Facetime Sessions
May 12, 2020
- 07:43
In this creative response to COVID-19 limitations, a vintage photographer finds a way to adapt her services to “Facetime photo shoots.”...
#1227 - CLASSROOM: Pros and Cons of The Funnel Model
May 11, 2020
- 09:03
Sell someone something at a low entry price, then sell them something else at a higher price, then repeat. What could go wrong?Side...
#1226 - English Teacher Writes His Way Into All-Star Tutoring
May 10, 2020
- 06:57
An English teacher becomes New York City’s #1 writing tutor, as judged by Yelp reviews. How does he thrive in this crowded market? Side...
#1225 - Q&A: Can I use another author's work in my book?
May 9, 2020
- 06:51
Today’s listener has a question about copyright: what are the rules about quoting or referencing someone else’s work in something you...
#1224 - Q&A: Someone left me a bad review! What should I do??
May 8, 2020
- 06:27
Oh no! Today’s listener received a bad review on Etsy through no fault of their own. Is there anything they can do to appeal? Side...
#1223 - TBT: Subversive Snarky Hand-Stamped Jewelry
May 7, 2020
- 07:02
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a maker in Arkansas who builds her brand on a...
BONUS: Small Business Strategies During COVID-19, PART II
May 6, 2020
- 08:28
How are small businesses doing in the wake of COVID-19? It turns out that some are struggling (a lot), others are thriving, and many...
#1222 - Q&A: Should I create a new company for my product idea?
May 6, 2020
- 05:27
Today’s listener has a podcast and wants to create a “Fear Journal” to help other side hustlers navigate the journey. Should he start...
#1221 - Ultimate Ukuleles Tune Up Underrated Side Income
May 5, 2020
- 06:49
When a music store employee becomes concerned about a recession, he hits the right note by selling high-end ukuleles.Side Hustle School...
#1220 - CLASSROOM: How Will You Fulfill Orders?
May 4, 2020
- 09:50
When someone places an order, what comes next? Whether you’re selling a physical or digital product, providing a service, or something...
#1219 - Tasmanian Insurance Manager Sells Reusable Cutlery Holders
May 3, 2020
- 07:49
An insurance manager sets out to make reusable cutlery more convenient, overcoming obstacles on her way to earning $2,000/month on the...
#1218 - Q&A: I'd like to sell a toolkit to sole proprietors ... what do you think?
May 2, 2020
- 04:51
Today’s listener has an idea to sell a toolkit to help sole proprietors become more efficient. What are the pros and cons of this...
#1217 - Q&A: Is reselling gift cards a viable idea?
May 1, 2020
- 03:50
Today’s listener is thinking about buying and reselling unused gift cards. It sounds like an interesting idea, but is he missing...
#1216 - TBT: Clothing Design Co. Adapts to COVID-19
April 30, 2020
- 07:27
This ambitious textile designer expanded her business into a retail shop right before the coronavirus hit—how is she adapting?Side...
BONUS: Small Business Strategies During COVID-19, PART I
April 29, 2020
- 12:34
How are small businesses doing in the wake of COVID-19? It turns out that some are struggling (a lot), others are thriving, and many...
#1215 - Q&A: Where and how do I promote my new app?
April 29, 2020
- 06:35
Today’s caller is wondering about where to promote a wellness app she’s made. How is promoting an app different from anything else … or...
#1214 - Writing Teacher Rolls Dice On Metaphor Game
April 28, 2020
- 07:08
As a writing teacher struggles to help his students understand metaphors, he creates a dice game that opens a door to their...
#1213 - CLASSROOM: Questions to Ask Manufacturers and Vendors
April 27, 2020
- 08:55
If you end up working with a manufacturer, overseas factory, or some other vendor—what do you need to know? Side Hustle School features...
#1212 - Choreographer Moonlights as Voiceover Artist
April 26, 2020
- 06:44
You won’t voice any objections when you hear how this freelancer uses her theatre training to earn six-figures after hours. Side Hustle...
#1211 - Q&A: What can I do with an email list?
April 25, 2020
- 05:14
Today’s listener has a coaching service for writers, and has been diligently building an email list—but now she wonders what she should...
#1210 - Q&A: Should I quit my job and go full time with my hustle?
April 24, 2020
- 06:11
It’s a great place to be: your side hustle is earning as much money as your job does. But what comes next … and how do you navigate this...
#1209 - TBT: Urban Hiker Leads Tours (and Writes a Book!) in San Francisco
April 23, 2020
- 09:43
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a woman with two successful hustles. Adapting to a...
#1208 - Q&A: How to ethically source products made in overseas factories?
April 22, 2020
- 07:03
There are lots of advantages to sourcing a product from an overseas factory—but how do you know the working conditions are fair and...
#1207 - Couple Crumbles Debt with Gourmet Cookies
April 21, 2020
- 06:04
In search of a side hustle, this husband and wife team bake their way to sweet success. Side Hustle School features a new episode EVERY...
#1206 - CLASSROOM: The 6 Factors of Persuasion, Part II
April 20, 2020
- 10:41
PART II: Learning to be persuasive is a scientific process based on six characteristics. This is high-impact knowledge! Applying these...
#1205 - Avid Baseball Fan Hits Home Run With Subscription Box
April 19, 2020
- 08:07
When an avid baseball fan spots the growing subscription box trend, he steps up to the plate and hits it out of the park. (Because where...
#1204 - Q&A: How do I maintain a pandemic boost in business?
April 18, 2020
- 06:04
Call it the Corona bump! Today’s listener has been experiencing high demand for her online classes during the COVID-19 pandemic. What...
#1203 - Q&A: Should I start a hustle with my best friend?
April 17, 2020
- 05:31
“We get along great … should we start a side hustle together?” It’s a common question from listeners, but there’s a clear way to answer...
#1202 - TBT: Hair Ties and Shampoo for Men with Long Hair
April 16, 2020
- 09:53
In this week’s “Throwback Thursday / Where are they now?” segment, we’ll hear from a man on a mission to create “hair equality.” Side...
#1201 - Q&A: Why bother with Amazon’s affiliate program?
April 15, 2020
- 05:55
Today’s listener is wondering about Amazon.com’s affiliate program. If they only have a Pinterest account, why should they bother...
#1200 - B&B Owner Prefers Property Management Profits
April 14, 2020
- 08:03
After this listener quickly achieves success with her eco-friendly B&B, she makes a booking with a six-figure side hustle managing other...
#1199 - CLASSROOM: The 6 Factors of Persuasion, Part I
April 13, 2020
- 12:30
Learning to be persuasive is a scientific process based on six characteristics. This is high-impact knowledge! Applying these lessons...
# 1198 - Nurse Relieves Stress, Earns Cash from Custom Cookie Cutters
April 12, 2020
- 07:11
Trading scrubs and a stethoscope for baking sheets, this RN who works remotely for a medical device company also sells custom cookie...
#1197 - Q&A: What do you think about multi-level marketing?
April 11, 2020
- 05:43
Dun dun dun … a listener asks a question that’s sure to generate a flood of emails in my inbox. Her cousin is into MLM and wants her to...
#1196 - Q&A: Tips for working at home??
April 10, 2020
- 07:12
Here’s a question I’ve been getting over and over as we all adapt to a new way of life: what are some tips for working at home,...
Special Broadcast: The Money Tree Is Out! (+ New YouTube Series)
April 9, 2020
- 01:45
Hey everyone, THE MONEY TREE is now available wherever books are sold—and I'm also starting a new, interactive YouTube show to talk...
#1195 - TBT: Show Me the Honey! Behind the Scenes of a Beekeeping Biz
April 9, 2020
- 08:18
In this week’s “Throwback Thursday / Where are they now?” segment, we’ll hear from a professional beekeeper. Don’t buzz off until you’ve...
#1194 - Q&A: How to find target markets for livestreaming business events?
April 8, 2020
- 05:57
Today’s caller is working on providing livestreaming content creation services for small businesses and events. How can he find a niche...
#1193 - Trinidad Burger Chef Sells Curry Creations on WhatsApp
April 7, 2020
- 08:10
When a sales professional’s dreams of opening a restaurant are dashed, she comes up with a new way to market her gourmet burgers...
#1192 - CLASSROOM: The Power of Your Own Small Army
April 6, 2020
- 10:07
Wondering how you’ll get your products and services to your ideal customers? Chances are, you already know some of the people who can...
#1191 - Software Tester Tunes Pianos for Harmonious Hustle
April 5, 2020
- 07:28
A software tester and serial side hustler learns a new skill, “tuning” a profit in just over a week. Side Hustle School features a new...
#1190 - Q&A: With the downturn in this economy, should I quit my job?
April 4, 2020
- 05:50
Millions of people are experiencing massive disruption and wondering what to do. Here’s an example: How does the COVID-19 pandemic and...
#1189 - Q&A: What do you think about Shopify?
April 3, 2020
- 04:49
Today’s caller has noticed a lot of people using Shopify to sell products. It looks easy to set up … but is it the best option?Side...
#1188 - TBT: Southern Transplant Creates Watercolor Brand
April 2, 2020
- 07:56
In this week’s “Throwback Thursday / Where are they now?” segment, we revisit a graphic designer who starts a watercolor brand that is...
#1187 - Q&A: What’s the best way to register domains?
April 1, 2020
- 04:30
There’s no reason not to have your own domain now. But what’s the best way to register one, and do you need to get every extension?Side...
#1186 - Mom Photographers Start Summer Camp for Kids
March 31, 2020
- 07:06
When two photographers’ kids want to learn the trade themselves, the adults decide to see what develops with the idea of starting a...
#1185 - CLASSROOM: Side Hustle Sprint! It’s Time to Break Out the Duct Tape
March 30, 2020
- 09:21
What if you had to launch your moneymaking project in two weeks or less? What would you HAVE to do to get ready, and what are you...
#1184 - Digital Marketer Makes Money Marketing Himself
March 29, 2020
- 08:54
When a digital marketing specialist feels underpaid at his day job, he applies his skills to finding new clients of his own.Side Hustle...
#1183 - Q&A: Should I make a physical or digital book?
March 28, 2020
- 05:20
If you want to publish a book, what is the best format—physical, digital, or something else? This listener wants to earn passive income...
#1182 - Q&A: Any tips for buying stuff at flea markets to resell?
March 27, 2020
- 05:40
Reselling is the easiest way to get started making money outside your job. What are some tips to get started, and how can you find items...
#1181 - TBT: Best Guitar Lessons in the Universe
March 26, 2020
- 09:49
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a university administrator who creates a sustainable...
#1180 - Q&A: Can I monetize my ideas without actually running the business?
March 25, 2020
- 05:40
Can you focus entirely on idea generation and let someone else do all the work? Today’s caller wants to know if this is a “totally...
#1179 - Google Employee Becomes Career Coach for “Analytically-Minded People”
March 24, 2020
- 06:35
While working at Google, a technical support employee gives unofficial career advice until her colleagues encourage her to start...
#1178 - CLASSROOM: Don’t Listen to This Boring Episode
March 23, 2020
- 10:26
Business licenses, bank accounts, and record-keeping … it might be boring compared to product launches, but if you get a few easy things...
#1177 - Military Mom Makes Moola Managing Media
March 22, 2020
- 07:34
When a military spouse looks for a way to make extra money, she stumbles upon a virtual job that provides assistance to both her clients...
#1176 - Q&A: Should I distribute a new private label product myself?
March 21, 2020
- 05:09
Today’s caller is wondering whether he should work with a fulfillment center for his first private label product, or do it all himself?...
#1175 - Q&A: When should I become an LLC?
March 20, 2020
- 04:49
Filing an LLC in this listener’s state is expensive … is it worth it? How should you make this decision for yourself? Side Hustle School...
#1174 - TBT: Designer Scales Personalized Wedding Products to $1M+
March 19, 2020
- 07:44
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a graphic designer who does custom illustrations for...
#1173 - Q&A: Where are my customers coming from?
March 18, 2020
- 06:55
This listener sells a video tutorial series for students taking the MCAT—but she’s not sure where her customers are coming from. How can...
#1172 - Music Teacher Quits Job to Earn $100k on Fiverr
March 17, 2020
- 09:16
This motivated music teaching student hits the perfect note by freelance writing on Fiverr. Later, she ends up leaving her job to go...
#1171 - CLASSROOM: Finding Time to Work on Your Hustle
March 16, 2020
- 11:13
Where does the time go?? It’s a common concern of busy side hustlers—how can you find the time you need to make short-term changes that...
#1170 - Q&A: How can I collect a security deposit from my customers?
March 15, 2020
- 06:26
Beware the Ides of March! Today’s caller makes giant lawn games, and wants to rent them out for events—but he has a concern about...
#1169 - Expat Creates LGBTQ+ Events and Community
March 14, 2020
- 08:23
She was living the digital nomad dream, but something was missing: community. When she discovered there were no conferences for LGBTQ+...
#1168 - Q&A: Should I pay someone to build my website?
March 13, 2020
- 04:42
Today’s caller is wondering about how other people make their websites—are they doing it on their own, or do they pay someone? (And how...
#1167 - TBT: Military-Themed Teddy Bears Help Kids Hibernate
March 12, 2020
- 06:14
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the founder of ZZZ Bears, which makes teddy bears for...
#1166 - Q&A: Is it okay to use SquareSpace for my new website?
March 11, 2020
- 04:32
This listener is getting ready to start his project, but is wondering about which website platform to choose. He’d like to use...
#1165 - From $11/hr Barista To Six Figure Copywriter
March 10, 2020
- 07:56
When this Austinite starts a coffee blog and becomes a barista at a local cafe, he has no idea his two hustles would merge into an...
#1164 - CLASSROOM: The MVP of Minimum Viable Products
March 9, 2020
- 09:59
Let’s break it down: what do you REALLY need to launch your product or service in the next 30-90 days?Side Hustle School features a new...
# 1163 - Q&A: Feeling overwhelmed with tech tools … what to do??
March 8, 2020
- 06:42
This listener has a side hustle teaching data analytics, and wants to grow—but he’s feeling overwhelmed with all the necessary tools....
#1162 - Programmer Automates Profit With Birthday Reminders
March 7, 2020
- 08:08
A software developer celebrates when his automatic birthday greeting software gives him the ultimate present: extra monthly income.Side...
#1161 - Q&A: Can I pursue public speaking as a side hustle?
March 6, 2020
- 06:20
This listener wants to get paid for public speaking, and he’s got a good story to share … but does he need a more specific topic? Side...
#1160 - TBT: Aussie Sketches Old Homes for New Money
March 5, 2020
- 09:36
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a designer in Australia who sketches and sells...
#1159 - Q&A: Any tips for feeling burned out after work?
March 4, 2020
- 05:17
We’ve all been there: feeling tired and burned out at our jobs. Today’s caller is exhausted at the end of the day and wants to make a...
#1158 - Nurse Doubles Income By Becoming Eyelash Artist
March 3, 2020
- 07:24
When a nurse goes in search of something to keep her busy on her days off, she learns how to apply eyelash extensions—and ends up...
#1157 - CLASSROOM: Give The People What They Want
March 2, 2020
- 09:44
As you move from thinking about ideas to designing a real offer, don’t give people what you think they need—give the people what they...
#1156 - Out-of-Work Writer Turns to Profitable Poetry
March 1, 2020
- 07:09
When a down-on-his-luck writer composes impromptu poems for strangers in the street, he puts smiles on the faces of everyone he...
#1155 - Q&A: Should I sell or hold on to my 5-letter domain name?
February 29, 2020
- 06:06
Happy Leap Day! Today’s listener is holding onto an asset—a 5-letter domain name. He’s got an offer to sell it for $2,500. Should he...
#1154 - Q&A: How can I source items for a toiletry kit … and should I crowdfund?
February 28, 2020
- 05:15
This listener wants to start a “bring-your-own-hygiene” kit for public restrooms. How would she get started, and is crowdfunding a good...
#1153 - TBT: Bridesmaid-for-Hire Keeps Walking Down the Aisle
February 27, 2020
- 08:14
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from the woman behind Bridesmaid-for-Hire, one of our most...
#1152 - Q&A: Tell us more about the spreadsheet guy … why did it work?
February 26, 2020
- 05:53
Many years ago, “the spreadsheet guy of India” gained internet fame after being featured in The $100 Startup. What was so compelling...
#1151 - Skincare Woes Lead Moody Sisters to Picky Products
February 25, 2020
- 06:49
When two sisters are unable to find the perfect skincare products for their needs, they embark on a DIY quest to test hundreds of...
#1150: CLASSROOM: Three Elements of Every Strong Offer
February 24, 2020
- 10:03
Every compelling offer has three elements: a promise, a pitch, and a price. For any product or service you sell, make sure you know...
#1149 - Bookkeeper Begins Banking Bonus Income
February 23, 2020
- 07:21
When an administrative assistant is asked by her boss to learn QuickBooks to save on bookkeeping costs, it ends up becoming the gateway...
#1148 - Q&A: Where do I begin if I want to make an app?
February 22, 2020
- 06:51
This listener wants to make an app, but needs some help knowing where to start.Side Hustle School features a new episode EVERY DAY,...
#1147 - Q&A: How to grow a YouTube channel with 121,000 subscribers?
February 21, 2020
- 05:52
This Australian listener already has a very popular home cooking YouTube channel with more than 100,000 subscribers. He’s now looking to...
#1146 - TBT: YouTube Tutorials Help Immigrants Gain Citizenship
February 20, 2020
- 08:46
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a woman who teaches citizenship classes and civics...
#1145 - Q&A: Is it too late to change my business name?
February 19, 2020
- 04:43
This listener has a growing side hustle, but she’s worried she has the wrong name for it. With an active customer base and an upcoming...
#1144 - Designer’s Love Of Color Earns Greenbacks
February 18, 2020
- 08:41
After going through a tough divorce, this mom and designer is tickled pink when her new blog on stylish colors puts her bank account in...
#1143 - CLASSROOM: It's Not Just What You Say, It's How You Say It
February 17, 2020
- 09:13
Branding and messaging are core components of product design. As you follow your roadmap to launch, think carefully about what you’ll...
#1142 - Which comes first: growing a community or selling a product?
February 16, 2020
- 06:03
This listener wants to start a community called “Business Mind Hack.” What comes first—a series of paid monthly challenges, or the...
#1141 - Q&A: Who do I market my educational products to?
February 15, 2020
- 05:46
This listener is interested in creating educational materials for Dominican Americans or children of Dominican immigrants. How should...
#1140 - Car Parts Employee Finds Shocking Surplus Suspension
February 14, 2020
- 07:57
When a young marketer feels like he isn’t taken seriously at work, he sets the wheels in motion and starts selling car suspension...
#1139 - TBT: “Kindness Kits” Spread Love and Draw Positive Returns
February 13, 2020
- 06:33
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from someone selling an unusual product that’s one-part...
#1138 - Q&A: Should I hire a graphic designer?
February 12, 2020
- 05:24
This listener runs an online health coaching company. Her course content needs detailed illustrations, but she’s not an artist. What...
#1137 - Polish-American Sisters Cook Up Pierogi Profits
February 11, 2020
- 06:42
When two sisters move from their small hometown to Boston, they discover a “pierogi void”—then fill it with cheese and potatoes.Side...
#1136 - CLASSROOM: Roadmap to Launch (What Lies Ahead)
February 10, 2020
- 07:30
You’ve got an idea … now what? In this week’s CLASSROOM episode, we’ll preview all that lies ahead, as well as what you need to do *now*...
#1135 - Q&A: Should I buy an existing franchise?
February 9, 2020
- 06:24
This listener is looking to start something that’s proven and established. With a Subway sandwich shop on every corner, might it be good...
#1134 - Journalist Gets Paid to Host Outdoor Activities
February 8, 2020
- 07:51
Faced with a wave of newsroom layoffs, a journalist in Maine launches a membership community of readers who want to participate in...
#1133 - Q&A: How do I know which online resources are worth paying for?
February 7, 2020
- 06:29
There’s a lot of information out there, both free and paid. This listener wants to know what’s useful, what’s worth paying for, and what...
#1132 - TBT: Epic Scavenger Hunt Becomes 6-Figure Income
February 6, 2020
- 16:59
In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Bostonite who has followed his childhood dream of...
#1131 - Q&A: What if you don't want to use social media?
February 5, 2020
- 04:44
This listener makes motion videos and backgrounds for churches, but he dislikes social media (#notafan). Should he just get over his...
#1130 - Busy Mom Flips RVs for Fun and Profit
February 4, 2020
- 06:23
A mom with five children and a DIY blog learns to buy, refurbish, and resell RVs, earning an average of $6,000 for each one. Side Hustle...
# 1129 - CLASSROOM: Avoiding Mistakes In the Idea Phase
February 3, 2020
- 08:35
From trying to serve everyone to not thinking about fulfillment, here are seven common pitfalls in the idea phase. (Bonus: you’ll also...
#1128 - Q&A: How to scale a pen-to-paper greeting service?
February 2, 2020
- 06:50
This listener started a pen-to-paper initiative to connect people through snail mail. It’s starting well, but how can it scale—and is a...
#1127 - Bellydance Class Gets High-Tech Update
February 1, 2020
- 07:25
Finding a way to offer bellydance classes to an online audience allows this listener to shimy her way to success.Side Hustle School...
#1126 - Q&A: How to find vendors for a travel-themed online store?
January 31, 2020
- 06:04
This listener is hoping to start a travel-themed online store where she sells items from multiple vendors. What’s the best way to find...
#1125 - TBT: Satin Pillowcases Inspire Dreamy Profits
January 30, 2020
- 09:35
In this week’s “Throwback Thursday / Where are they now?” segment, we visit a former tech employee who traveled to China to source her...
#1124 - Q&A: How can I sell flash cards to pharmacy students?
January 29, 2020
- 05:05
This listener has made a set of flash cards to help pharmacy students memorize generic drug names, but is having a hard time finding her...
#1123 - Flimsy Notebooks Inspire Crafty Construction Worker
January 28, 2020
- 06:36
When a safety supervisor’s “genuine leather” notebooks keep falling apart, he begins to investigate. He finds his answer—and a side...
#1122 - CLASSROOM: Deciding on an Idea
January 27, 2020
- 11:35
If you have a lot of ideas and aren’t sure which one to start with … listen to this episode. Side Hustle School features a new episode...
#1121 - Q&A: How to grow a face painting business?
January 26, 2020
- 05:11
This listener is making money with face painting, but would like to grow by selling more to her customers. What should she try?Side...
#1120 - Student Quits Restaurant Job, Starts Moving Business
January 25, 2020
- 07:51
When this college student needs to make his own schedule, he starts a service that becomes far more than a part-time side gig. It now...
#1119 - Q&A: How to attract a low-tech audience to blockchain?
January 24, 2020
- 06:48
This listener wants to help a low-tech audience to understand and benefit from the ledger technology known as blockchain. How should she...
#1118 - TBT: Local Food Tours Chomp Down on Profit
January 23, 2020
- 11:40
It’s back! In this week’s “Throwback Thursday / Where are they now?” segment, we hear from a Denver foodie who leads tours of her city...
#1117 - Q&A: How can I sell an eco-friendly product?
January 22, 2020
- 06:16
She’s made a foldable tote bag attached to a set of eating utensils. How will she find her ideal customers? Side Hustle School features...
#1116 - Avid Hikers Step Into Comfy Athletic Socks
January 21, 2020
- 06:16
While traveling the country in an RV, this couple designs and manufactures their very own hiking socks. Side Hustle School features a...
#1115 - CLASSROOM: Different Categories of Side Hustles
January 20, 2020
- 08:56
What’s the difference between a product and a service—and which might be better for your idea?Side Hustle School features a new episode...
#1114 - Q&A: How to go from prototype into manufactured product?
January 19, 2020
- 05:47
This listener wants to sell non-screen entertainment kits for kids. How can she go from concept to on-the-shelf product?Side Hustle...
#1113 - Nanny Cashes In On Custom Kicks
January 18, 2020
- 07:45
When a nanny is asked to make some custom high heels, she puts her best foot forward and finds a new source of income. Side Hustle...
#1112 - Q&A: How do I prioritize next steps for a series of planners?
January 17, 2020
- 06:38
This listener has designed and printed a series of planners for new moms struggling with postpartum depression. How can she reach her...
#1111 - TBT: Jazz Musician Becomes High Earner
January 16, 2020
- 09:47
NEW! Introducing our first “Throwback Thursday / Where are they now?” segment. In this episode, we revisit a NYC musician who starts a...
#1110 - Q&A: Should I hire a lawyer and get a patent?
January 15, 2020
- 07:07
Getting a patent is expensive and requires a long process, but a listener has a simple idea that can be easily copied. Should she worry...
#1109 - Bartender Brews Up Brewpub Tour Biz
January 14, 2020
- 06:53
After being asked for brewery recommendations over and over, this bartender turns an old school bus into a Maine attraction for beer...
#1108 - CLASSROOM: Four Ways to Identify Moneymaking Ideas
January 13, 2020
- 09:37
Where do moneymaking ideas come from? From the idea fairy, of course! (Not really. In this episode, you’ll learn four easy ways to...
#1107 - Q&A: What are your best tips for Etsy?
January 12, 2020
- 06:50
You’ve probably heard of Etsy, the world’s largest handcrafted marketplace. It’s easy to get started selling, and there’s a large group...
#1106 - Q&A: How can I inspire a “Must-Have-This” service?
January 11, 2020
- 05:08
This listener from Mexico wants to provide a service for HR professionals. How can he create a “must-have-this” feeling for something...
#1105 - Librarian Invents Eco-Friendly Dental Floss
January 10, 2020
- 07:26
A lucky in-flight conversation leads a librarian on a twenty-year quest to start a half-million dollar oral health brand.Side Hustle...
#1104 - Q&A: When should I start posting on social media?
January 9, 2020
- 07:04
A common question: at what point in your new hustle should you start posting on social media—should it be before you even have a product...
#1103 - Q&A: Is it still possible to profit from a blog?
January 8, 2020
- 07:28
Jon is wondering if he’s missed out on the golden age of blogging. He wants to start a blog … but is it too late?Side Hustle School...
#1102 - The Battle of the New Zealand SpeedCubers
January 7, 2020
- 08:28
This Kiwi puzzlemaster wanted a way to pay for his travel fees to international competitions. He ended up with a monthly profit center...
#1101 - CLASSROOM: Goals, Agenda, and Your First Assignment
January 6, 2020
- 09:22
Everything begins with a goal: what’s yours for 2020? In this new weekly series, we’ll work towards starting a project TOGETHER before...
#1100 - Q&A: How can I turn furniture repair into passive income?
January 5, 2020
- 05:52
This listener is already making money with her furniture repair hustle, but wants to turn it into passive income. What are her options?...
#1099 - Art School Graduate Becomes Pencil King
January 4, 2020
- 08:16
An artist goes from a small Manitoba village to earning six-figures with educational websites while living in China. Side Hustle School...
#1098 - Q&A: What kind of business can I start with $300?
January 3, 2020
- 05:34
If you only have a small amount of money, what’s the best side hustle to pursue?Side Hustle School features a new episode EVERY DAY,...
#1097 - Q&A: How do I build trust with my audience?
January 2, 2020
- 06:42
This listener is sharing tips and strategies to overcome debt, but struggling to build trust with an audience. How can she best connect...
#1096 - New Year, New Format - Don't Miss This Episode!
January 1, 2020
- 06:12
Everything is new! We’re remixing the format, but Side Hustle School marches on. Here’s what you can expect for 2020, The Year of...
#1095 - Bodybuilder Bakes Heavyweight Protein Cakes
December 31, 2019
- 08:24
This mom of three loved her bodybuilding routine, but not the accompanying diet. After learning to make a healthy, protein-dense cake,...
#1094 - Husband and Wife Team Pampers Their Way To Profit
December 30, 2019
- 08:02
When a Silicon Valley worker looks for a way to pay for his fifteen-dollar lunches, he tempts his wife with a side hustle opportunity...
#1093 - WEEKLY RECAP: It's More Like a DECADE Recap, Actually
December 29, 2019
- 08:09
In our FINAL recap of Season III, we'll look back at … the whole year. Almost.Side Hustle School features a new story EVERY DAY of...
#1092 - Twelve Months of Experiments Leads Coach to Clarity
December 28, 2019
- 07:48
A career coach finds her ideal clients through a year-long series of experiments. Side Hustle School features a new story EVERY DAY of...
#1091 - Seattle Developer Takes Flight With Popular Travel Site
December 27, 2019
- 07:34
In search of beer money, a Seattle web developer starts his own travel site. He ends up with a business that attracts more than six...
#1090 - Frequent Flyer Formulates Travel-Friendly Dry Shampoo
December 26, 2019
- 06:45
Happy Boxing Day! When an on-the-go Canadian gets fed up with traveling hair care, she invents and sells her own formula of dry...
#1089 - Boy Scout Merit Badge Leads to Leatherworking Lifestyle
December 25, 2019
- 07:49
A leatherworker turns a love for his adoptive state into a viable business, selling handmade luxury pens and leather accessories. Side...