Side Hustle School

Side Hustle School Podcast

Latest Episodes

#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...

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

#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...