Latest Episodes
Taming the Street Part Two
October 1, 2023
- 05:25
This weekend we're joined by award-winning journalist Diana B. Henriques, bestselling author of The Wizard of Lies: Bernie Madoff and...
Taming the Street Part One
September 30, 2023
- 06:42
This weekend we're joined by award-winning journalist Diana B. Henriques, bestselling author of The Wizard of Lies: Bernie Madoff and...
Introducing Say More with Dr? Sheila
September 28, 2023
- 04:24
In the world of feelings, there are winners and losers, and somebody has to be the judge. World-renowned, self-proclaimed couples...
About The Show
Host Jill Schlesinger, CFP®, tackles sometimes uncomfortable and even controversial money and investing issues, without the financial jargon, to get to the heart of what’s important for anyone to know. Jill takes listener phone calls and interviews informative and entertaining guests each week to uncover surprising insights and provide actionable information so you can make the most of your money. Have a question? Email us at askjill at jillonmoney dot com.
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More Episodes
Taming the Street Part Two
October 1, 2023
- 05:25
This weekend we're joined by award-winning journalist Diana B. Henriques, bestselling author of The Wizard of Lies: Bernie Madoff and...
Taming the Street Part One
September 30, 2023
- 06:42
This weekend we're joined by award-winning journalist Diana B. Henriques, bestselling author of The Wizard of Lies: Bernie Madoff and...
Introducing Say More with Dr? Sheila
September 28, 2023
- 04:24
In the world of feelings, there are winners and losers, and somebody has to be the judge. World-renowned, self-proclaimed couples...
Use Savings or Take Out Mortgage?
September 28, 2023
- 11:45
With a new house purchase on the horizon, should we raid our brokerage account or take out a larger mortgage?Have a money question?...
Adult 529 Plan
September 27, 2023
- 11:44
I am a working professional making good money, but I am considering getting an online MBA just to scratch my academic itch. Is it worth...
House Poor After Divorce
September 26, 2023
- 16:16
I have recently gotten divorced and now I am house poor. How should I change things to make life a little easier?Have a money question?...
Getting Close to Retirement
September 25, 2023
- 14:55
With retirement on the horizon, my major concern is account consolidation and how I can manage any potential tax burden.Have a money...
Cybersecurity Best Practices Part Two
September 24, 2023
- 04:20
This weekend we're joined by Adam Levin, cybersecurity expert and host of the What the Hack podcast. Adam joined us to talk about the...
Cybersecurity Best Practices Part One
September 23, 2023
- 05:33
This weekend we're joined by Adam Levin, cybersecurity expert and host of the What the Hack podcast. Adam joined us to talk about the...
Fed Decision and Economic Impacts of UAW Strike
September 22, 2023
- 09:33
I joined CBS Mornings to discuss the Federal Reserve's decision to hold interest rates steady this month as well as the United Auto...
Pension Lump-Sum Options
September 21, 2023
- 16:47
I have a pretty small pension fund from a former job that has offered me a lump-sum pay out for 118% of the pension value and I'm not...
Overfunded 529 Plan Options
September 20, 2023
- 14:58
With money leftover in a 529 plan for our child, is there any way we can access the money for our own retirement?Have a money question?...
Enough Saved to Retire?
September 19, 2023
- 10:18
I am 62 and hoping to retire in one to three years. Do I have enough saved?Have a money question? Email us hereSubscribe to Jill on...
Can We Pull Back on Retirement?
September 18, 2023
- 19:03
I think we are in an okay position to start backing off a bit but saving for retirement has always been our focus so the thought of...
Master of Change Part Two
September 17, 2023
- 13:50
This weekend we're joined by Brad Stulberg, whose most recent book, Master of Change: How to Excel When Everything Is Changing –...
Master of Change Part One
September 16, 2023
- 20:37
This weekend we're joined by Brad Stulberg, whose most recent book, Master of Change: How to Excel When Everything Is Changing –...
Can We Ditch Our Insurance?
September 15, 2023
- 11:18
My husband is turning 65 and I am 63. We each have term life insurance policies. At what point can we give these policies up?Have a...
Divorce and Financial Reset
September 14, 2023
- 17:09
I'm recently divorced and would love some guidance on my financial future now that things have changed so drastically.Have a money...
Life Insurance Boot Camp
September 13, 2023
- 09:21
September is Life Insurance Awareness Month and I joined CBS Mornings to review the different types of life insurance, who can be a...
Help, I Was Just Laid Off!
September 12, 2023
- 16:03
I recently got the dreaded phone call that I was laid off because my role was going offshore. How should I be preparing?Have a money...
Can I Do a Reset?
September 11, 2023
- 22:58
I'm looking to do a reset after moving and being downsized to part-time at work. Is it doable?Have a money question? Email us...
Gonzo Capitalism Part Two
September 10, 2023
- 04:13
This weekend we're joined by Chris Guillebeau, New York Times bestselling author of The $100 Startup, The Happiness of Pursuit, and many...
Gonzo Capitalism Part One
September 9, 2023
- 06:20
This weekend we're joined by Chris Guillebeau, New York Times bestselling author of The $100 Startup, The Happiness of Pursuit, and many...
Managing 401(k) Allocations
September 8, 2023
- 14:31
After recently learning that my employer offers a Roth 401(k) option, should I switch my contributions from pre-tax to Roth?Have a money...
Should I Attack My Student Loan?
September 7, 2023
- 16:40
With $12,000 left in student loan debt, should I be laser focused on paying it off?Have a money question? Email us hereSubscribe to Jill...
Do I Need Whole Life Insurance?
September 6, 2023
- 08:11
About ten years ago I purchased a whole life insurance policy, should I keep or ditch it?Have a money question? Email us hereSubscribe...
Frozen by Analysis Paralysis
September 5, 2023
- 14:07
With some extra money on hand, I’m having a hard time deciding what to do. Save it or pay down debt?Have a money question? Email us...
How to Combine Finances
September 4, 2023
- 15:19
As we think about getting married, our main issue is over combining the finances. How do we proceed?Have a money question? Email us...
Will I Be Ready to Retire When I Want?
September 3, 2023
- 08:49
At 48, and hoping to call it quits at 55, I’m wondering if I’m on track and will I be able to retire in seven years?Have a money...
Just Retired at 55, Am I Okay?
September 2, 2023
- 13:39
55 and just retired, but in need of some help with my portfolio allocation.Have a money question? Email us hereSubscribe to Jill on...
Handling a Lump-Sum Payout
September 1, 2023
- 10:12
After receiving a lump sum from my employer as part of a separation package, how should it be invested?Have a money question? Email us...
Can I Join My Husband in Retirement?
August 31, 2023
- 07:14
Can I retire and spend some time with my husband who is already retired?Have a money question? Email us hereSubscribe to Jill on Money...
Do I Have Enough to Retire?
August 30, 2023
- 15:20
I’m in my early 50s, and after a recent inheritance, am I okay to retire now?Have a money question? Email us hereSubscribe to Jill on...
Can I Retire in a Year at 65?
August 29, 2023
- 11:54
I’m 64 and would love to retire at 65, is this a realistic goal?Have a money question? Email us hereSubscribe to Jill on Money...
Planning for Early Retirement
August 28, 2023
- 21:25
As I approach 50, how should I be maximizing my retirement contributions to possibly retire in five years or so?Have a money question?...
Roth Conversions and Pro-Rata Rule
August 27, 2023
- 08:21
What’s the best way to make a Roth conversion as clean and seamless as possible?Have a money question? Email us hereSubscribe to Jill on...
How to Allocate Extra Cash Flow
August 26, 2023
- 11:27
With an extra $1,500 of cash flow each month, where should it be going?Have a money question? Email us hereSubscribe to Jill on Money...
Should We Buy Whole Life Insurance?
August 25, 2023
- 10:46
Given that we’re both high wage earners, and we have three kids, do you recommend whole life insurance as a way to invest for the...
Obsessed With Being Debt Free
August 24, 2023
- 18:24
Even though I know it’s the wrong financial move, should I still throw every available penny at my student loans?Have a money question?...
Money Reset After Divorce
August 23, 2023
- 14:16
Thanks to a recent divorce and the death of my father, I'm in search of a money reset.Have a money question? Email us hereSubscribe to...
Can I Retire in 20 Months?
August 22, 2023
- 14:44
I plan on retiring in 20 months, and I’m breaking down everything like a maniac, yet I feel pretty lost. Am I positioned correctly?Have...
Worried About Retirement
August 21, 2023
- 19:53
My husband thinks we're just fine for retirement, I'm not so sure. Are we on track?Have a money question? Email us hereSubscribe to Jill...
Coaching for Leaders Part Two
August 20, 2023
- 04:56
This weekend on the show we're joined by Dave Stachowiak, host of the popular Coaching for Leaders podcast, a show aimed at helping you...
Coaching for Leaders Part One
August 19, 2023
- 07:24
This weekend on the show we're joined by Dave Stachowiak, host of the popular Coaching for Leaders podcast, a show aimed at helping you...
Why Am I Losing Money With Bonds?
August 18, 2023
- 12:53
2022 was a rough year for bonds, and so far, 2023 isn't looking much better.Have a money question? Email us hereSubscribe to Jill on...
Are We on the Right Track?
August 17, 2023
- 14:10
We're only in our 30s, but I want to make sure that we are actually on the right track towards retirement and not falling behind without...
Trying to Re-Retire
August 16, 2023
- 18:21
I was an early retiree failure, and now nearly four years later, I'm at the point where I am done. Will I fail again?Have a money...
Inherited IRA Strategy
August 15, 2023
- 12:11
I recently inherited a traditional IRA and I have ten years to drain it. What should I do with the distributions, invest in a brokerage...
What to Do With My Mother’s Home?
August 14, 2023
- 19:06
I've been handling all my mom's finances for over a year now, and as we prepare to move her into an assisted living facility, we're not...
Roth Conversion Considerations
August 13, 2023
- 13:25
I'm newly retired and considering some Roth conversions, what should I be factoring into my decision?Have a money question? Email us...
Managing Extra Cash Flow
August 12, 2023
- 11:12
With significant surplus cash flow each month, where should the funds be going?Have a money question? Email us hereSubscribe to Jill on...
What’s the Point of a Brokerage Account?
August 11, 2023
- 16:39
If I can get better returns with CDs and high interest money market funds, and my managed brokerage account is essentially holding even,...
Do I Have Enough to Retire?
August 10, 2023
- 15:35
I'm 65, still working, and would really like to retire by 67. Do I have enough money saved to make it happen?Have a money question?...
Drowning in Credit Card Mess
August 9, 2023
- 15:21
I have $55,000 in consumer debt, yet I have plenty of assets, including plenty of accessible cash. Should I just wipe the slate...
Late to the Investment Game
August 8, 2023
- 13:11
I feel like I'm late to the investment game, so what should I be doing going forward in my 40s?Have a money question? Email us...
Next Best Steps for Our Family
August 7, 2023
- 21:13
As we think about building wealth, what's the best strategy for us going forward? Real estate? Brokerage account?Have a money question?...
Your Future Self Part Two
August 6, 2023
- 06:34
We've all had the desire to travel through time and see what our lives will be like later in life. But while we want the best possible...
Your Future Self Part One
August 5, 2023
- 06:48
We've all had the desire to travel through time and see what our lives will be like later in life. But while we want the best possible...
Did I Make a Huge Mistake?
August 4, 2023
- 17:45
Did I make a huge mistake by buying a fixed MassMutual RetireEase annuity from Fidelity?Have a money question? Email us hereSubscribe to...
Can I Use the Exit Ramp Soon?
August 3, 2023
- 18:02
We have been pretty good savers all of our working years but I'm still not sure if we're going to be okay in retirement.Have a money...
Mid-Year Money Checkup
August 2, 2023
- 16:58
I joined CBS Mornings to discuss how to do a mid-year money check-up, including which accounts, policies, and subscriptions to review if...
Preparing for Decumulation
August 1, 2023
- 13:53
I am 56, recently retired and looking for help with the decumulation phase. I have tried online calculators to see how long my money...
What's My Next Goal?
July 31, 2023
- 16:06
I'm in my early 30s and feel like I've already accomplished many of my financial goals. What should I tackle next?Have a money question?...
Pre-Tax or Roth 401(k)?
July 30, 2023
- 10:05
Which option should I use for my 401(k), pre-tax or Roth?Have a money question? Email us hereSubscribe to Jill on Money LIVEYouTube:...
Where to Invest Additional Funds?
July 29, 2023
- 09:42
With some additional funds added to the mix, where's the best place to be investing?Have a money question? Email us hereSubscribe to...
Too Much of a Single Stock?
July 28, 2023
- 12:11
How much of a single stock is too much? I own 5,000 shares of one company, should I consider selling?Have a money question? Email us...
Should We Buy the Mountain Home?
July 27, 2023
- 18:48
We are a professional couple in our late 50's trying to balance our dream of having a mountain home with sequential retirements over the...
Can I Retire in Five Years at 62?
July 26, 2023
- 14:04
When I plug my numbers into the retirement calculator, it says I'm on track to call it quits in five years at 62. Is the calculator...
Is a Tiny Home Community a Good Move?
July 25, 2023
- 22:27
I'm considering a potential life change of downsizing to reduce my expenses, which will decrease my pressure of monthly income and allow...
Does My Wife Have to Stop Working?
July 24, 2023
- 16:18
We are struggling with understanding how we can have my wife continue to work as a nurse with longer hours when our children are home...
How Much Company Stock Is Enough?
July 23, 2023
- 10:12
With a couple of different options available to me, how much company stock should I be keeping within my portfolio?Have a money...
Roth Conversion Strategy
July 22, 2023
- 11:47
What should we be considering as we begin to convert our traditional IRA into a Roth before required minimum distributions begin?Have a...
Should I Sell Condo to Buy a House?
July 21, 2023
- 17:05
With a potential home purchase in my crosshairs, do I need to sell my condo to make it happen?Have a money question? Email us...
What Is a Reasonable Fee?
July 20, 2023
- 11:34
I have $1.1 million in a 403(b), $50k in mutual funds and $30k in a traditional IRA and was recently quoted a .8 percent management fee....
I Think We’re Okay, Are We?
July 19, 2023
- 15:54
Considering that we both have sizable pensions, I think we're in good shape, but would love another opinion to see if there's anything...
On Track for Retirement?
July 18, 2023
- 14:52
I'm 63 years old and hoping to retire in two years, am I on track to make this happen?Have a money question? Email us hereSubscribe to...
What to Do With Settlement Money?
July 17, 2023
- 18:20
What should we do with more than $100,000 sitting in cash from a settlement? Fund our Roth IRAs? Stick it all in our brokerage...
Car Talk With Mike Quincy Part Two
July 16, 2023
- 04:52
This weekend we're bringing you a snippet of an interview we did with Mike Quincy, automotive writer at Consumer Reports. It was a...
Car Talk With Mike Quincy Part One
July 15, 2023
- 06:48
This weekend we're bringing you a snippet of an interview we did with Mike Quincy, automotive writer at Consumer Reports. It was a...
Life Insurance Retirement Plan
July 14, 2023
- 11:10
Now that we're both retired at 61, does it make sense for us to consider a Life Insurance Retirement Plan (LIRP) as opposed to a Roth...
How to Invest My Cash?
July 13, 2023
- 14:25
With a ton of cash sitting in the bank, is there a better alternative than the high yield account that's currently earning four...
Hubby Wants to Quit ASAP
July 12, 2023
- 17:58
My husband is only 47 but recently informed me that he wants to leave his job. Can he do it?Have a money question? Email us...
Contemplating a Reset
July 11, 2023
- 18:01
As my husband and I get closer and closer to retirement, we're contemplating a big change.Have a money question? Email us hereSubscribe...
Is It Okay for Me to Call It Quits?
July 10, 2023
- 17:35
After working in tech for the last 30 years, I'm wondering if I have enough saved to call it quits?Have a money question? Email us...
Thinking About My Next Chapter
July 9, 2023
- 09:38
With a lot of uncertainty in my future, how should I be approaching my investments?Have a money question? Email us hereSubscribe to Jill...
Am I Making the Right Money Moves?
July 8, 2023
- 11:48
As I navigate my long-term retirement plan, I want to make sure I'm making the right money moves.Have a money question? Email us...
Introducing: Search Engine
July 8, 2023
- 09:50
No question too big, no question too small. On Search Engine, host PJ Vogt answers the kinds of questions you might ask the internet...
What to Do With Real Estate Proceeds?
July 7, 2023
- 11:08
With some home sale proceeds on the horizon, I'm wondering what I should do with the nearly $400k?Have a money question? Email us...
Can I Retire Next Year at 62?
July 6, 2023
- 13:59
I'm wondering if I can retire next year at 62 and if there's any reason why I should be worried about Social Security being around for...
Can I Retire in Two Years?
July 5, 2023
- 18:40
Working longer is not an option, so I'm wondering if I'm on track to retire in two years?Have a money question? Email us hereSubscribe...
An American Story
July 4, 2023
- 26:17
Since it's the 4th of July, we're re-airing an interview we did with Ken Langone, the legendary financier, who helped take a bunch of...
Should I Get Umbrella Insurance?
July 3, 2023
- 13:42
Is there a net worth number at which you would suggest purchasing umbrella insurance?Have a money question? Email us hereSubscribe to...
Self-Employed Retirement Plan Options
July 2, 2023
- 07:46
With my wife starting to see some income from her small business, what should we be doing with the money?Have a money question? Email us...
Are the Fees Too High?
July 1, 2023
- 13:08
Overall I'm very happy with my financial advisor, yet I can't help but wonder if I'm being charged too much in fees? Have a money...
Money & Marriage
June 30, 2023
- 09:29
Wedding season is upon us, but before the rings are exchanged, I joined CBS Mornings with some important financial topics every couple...
Should We Use 401(k) For Home Purchase?
June 29, 2023
- 14:52
Rather than securing another loan for a real estate purchase, I would like to withdraw from our 401(k) savings. Good idea?Have a money...
Is It Time to Sell I Bonds?
June 28, 2023
- 12:39
I'm wondering if I should sell the $10,000 I have in I bonds and instead invest that money in my brokerage account?Have a money...
Managing Assets for Mom
June 27, 2023
- 15:28
As executor of my father's will, I want to make sure his assets are safe and sound for my mother, who is in memory care with...
Decumulation to Fund Travel
June 26, 2023
- 15:51
With a lot of travel on the horizon, should we be worried in any way about spending eight percent of our liquid assets early in our...
Money and Love Part Two
June 25, 2023
- 05:13
This weekend we're bringing you a snippet of an interview we did with Abby Davisson, author of Money and Love: An Intelligent Roadmap...
Money and Love Part One
June 24, 2023
- 05:04
This weekend we're bringing you a snippet of an interview we did with Abby Davisson, author of Money and Love: An Intelligent Roadmap...
Can I Retire or Step Back?
June 23, 2023
- 16:29
With my spouse already retired, I am contemplating the idea of retiring or semi-retiring so that we can enjoy some time together. Is it...
Can I Retire Early and Buy a New Home?
June 22, 2023
- 13:09
Can I retire early and can I afford a new home in case I have to take care of my aging parents? Have a money question? Email us...
Can I Retire at 70?
June 21, 2023
- 18:49
I have worked for the past seven years since my divorce to rebuild my savings and I would like to know if I am making the right...
Safe to Retire in December?
June 20, 2023
- 14:23
My wife is already retired and I'm planning to call it quits at the end of 2023, are we in good shape?Have a money question? Email us...
The Whiteness of Wealth Part Three
June 19, 2023
- 10:56
In honor of the Juneteenth holiday, this weekend we're re-running an interview we did with Dorothy A. Brown, who as a young black girl...
The Whiteness of Wealth Part Two
June 18, 2023
- 09:18
In honor of the Juneteenth holiday, this weekend we're re-running an interview we did with Dorothy A. Brown, who as a young black girl...
The Whiteness of Wealth Part One
June 17, 2023
- 10:14
In honor of the Juneteenth holiday, this weekend we're re-running an interview we did with Dorothy A. Brown, who as a young black girl...
Fed Pauses Rate Hike
June 16, 2023
- 07:34
I joined CBS Mornings to break down the decision by the Federal Reserve to pause its interest rate hike campaign.Have a money question?...
We Just Retired, Are We Okay?
June 15, 2023
- 16:40
My husband and I just retired, and even though we have saved and planned for early retirement, we need some advice on the best way to...
Too Much in Tax Advantaged Accounts?
June 14, 2023
- 11:52
Given the required minimum distributions that I'll one day be facing, I'm wondering if I should start saving my money in places other...
What To Do Next?
June 13, 2023
- 16:12
With some high interest debt in the mix, what should our next financial move be?Have a money question? Email us hereSubscribe to Jill on...
Retirement Tax Strategy
June 12, 2023
- 15:44
My husband is retired and I am considering retiring in a year or two. What should we be thinking about in terms of our tax...
Inside the Federal Reserve Part Two
June 11, 2023
- 05:08
Did the Federal Reserve fail to recognize what would happen in an extended low interest rate environment? Here's a clip from our recent...
Inside the Federal Reserve Part One
June 10, 2023
- 06:56
Did the Federal Reserve wait too long to raise interest rates? Here's a clip from our recent chat with Jeanna Smialek who writes about...
Should We Skip the 403(b) Plan?
June 9, 2023
- 14:39
With a mediocre 403(b) as one of our retirement plan options, should we skip it all together and instead put the money in a brokerage...
Should We Downsize Now That We’re Retired?
June 8, 2023
- 21:11
Now that we're both retired from state service, is it the right time to sell our home and downsize?Have a money question? Email us...
Is It Time to Diversify From the S&P 500?
June 7, 2023
- 17:45
With analysts now raising concerns that the S&P 500 is overweighted and top heavy, should I diversify from what I thought was a...
Should I Consider an Annuity?
June 6, 2023
- 12:15
I panicked last year and moved a lot of my investments to cash and now I'm wondering if I'd be better off purchasing an annuity.Have a...
53 and Buying a Condo
June 5, 2023
- 17:22
I'm 53 and looking to buy the condo that I've been living in for 14 years. Is there a way to make it happen?Have a money question? Email...
Ed Slott on if a Traditional IRA Is Worth It
June 4, 2023
- 04:38
Is there any benefit to using a traditional IRA? Here's a clip from our recent webinar with IRA expert Ed Slott where he gives his...
Ed Slott on Roth IRA Conversions
June 3, 2023
- 05:25
What's the difference between a backdoor Roth and a Roth conversion? Here's a clip from our recent webinar with IRA expert Ed Slott that...
Planning for Retirement in Two Years
June 2, 2023
- 16:24
I'm 59 and hoping to retire in two years, but with my wife 15 years younger and not earning any income, can I pull it off?Have a money...
Life After the Military
June 1, 2023
- 15:17
I have just completed a 21-year career as a nurse in the Army and want to make a huge shift in our lifestyle. Can I do it?Have a money...
Afraid to Spend a Dime
May 31, 2023
- 16:17
My husband died unexpectedly last year, and as a result, I now find myself in a position of having to make all the financial decisions....
Looking for an Off-Ramp
May 30, 2023
- 15:59
I am 52 and considering going part-time (if financially possible) in five or so years. What's the best way to start building an...
Little Things That Can Change Your Life Part Three
May 29, 2023
- 09:26
In honor of the Memorial Day holiday, we're once again re-airing an interview we did back in 2017 with retired Admiral William “Bill”...
Little Things That Can Change Your Life Part Two
May 28, 2023
- 10:41
In honor of the Memorial Day holiday, we're once again re-airing an interview we did back in 2017 with retired Admiral William “Bill”...
Little Things That Can Change Your Life Part One
May 27, 2023
- 12:56
In honor of the Memorial Day holiday, we're once again re-airing an interview we did back in 2017 with retired Admiral William “Bill”...
Inherited IRA Tax Strategy
May 26, 2023
- 12:37
What is the best way to avoid a major tax hit with an IRA that I recently inherited? Can I transfer the money into my brokerage account...
Social Security at 67 vs. 70
May 25, 2023
- 14:27
I've noticed when discussing Social Security, you tend to use the full retirement age for planning instead of waiting until age 70. Why...
Prepping for Retirement in Four Years
May 24, 2023
- 10:30
My husband and I are both 51 and we plan on retiring in 2027 after 32 years of public school teaching. What should we be doing between...
Managing Taxes in Retirement
May 23, 2023
- 18:15
With a ton of money saved in retirement and non-retirement accounts, what should I be doing to lessen the tax burden?Have a money...
Husband Retiring at 51, Are We on Track?
May 22, 2023
- 16:36
My husband (51) is planning on retiring at the end of the year and I (47) will continue to work. Can we make this happen?Have a money...
State of the Post-Pandemic Economy Part Two
May 21, 2023
- 16:18
I once again had the pleasure of joining CBS News Correspondent Major Garrett on his podcast, The Takeout, to discuss a number of...
State of the Post-Pandemic Economy Part One
May 20, 2023
- 19:35
I once again had the pleasure of joining CBS News Correspondent Major Garrett on his podcast, The Takeout, to discuss a number of...
Taxes Due on Roth Conversions
May 19, 2023
- 14:31
I started Roth conversions last year, and I plan on doing more this year, but I'm confused as to when estimated taxes are due for these...
Combining Money After Marriage
May 18, 2023
- 11:30
Now that my partner and I are married, do you have any advice regarding the best way to handle our finances as we move into this next...
Financial Housekeeping
May 17, 2023
- 22:30
We lost everything to a California wildfire four years ago. It took more time than we imagined to get back on our feet and we eventually...
How to Increase Liquid Cash Flow?
May 16, 2023
- 14:52
Should I divide up my retirement contributions differently in order to have more money available right now?Have a money question? Email...
Retirement With Special Needs Twins
May 15, 2023
- 20:26
I'm really confident that we have saved enough for us to retire, but lately I find myself worrying about leaving enough for our special...
Taking Over the Finances After a Loss
May 14, 2023
- 18:58
My husband recently passed away and he handled most of the finances. How do I regroup and move forward?Have a money question? Email us...
Saving Too Much for Retirement?
May 13, 2023
- 04:42
With some extra income on hand, do I have to put it into retirement, or can I back off and enjoy life a little bit?Have a money...
Bombarded by Annuity Pitches
May 12, 2023
- 14:42
We are being bombarded by companies telling us we need to move our money into safer places. Should we start considering other options...
Inflation Cools, Debt Heats Up
May 11, 2023
- 09:42
As inflation cools, Americans are racking up credit card debt at unprecedented rates, approaching $1 trillion, surpassing the...
Do I Have to Work?
May 10, 2023
- 10:44
I'm retired and have been tapping my retirement accounts, but now I'm starting to wonder if I need to find another job?Have a money...
Pay Off Mortgage With My 401(k)?
May 9, 2023
- 11:04
Would it be wise to pay off my mortgage with my 401(k)? Or should I stay the course and continue to use my mortgage interest as a tax...
Navigating the Decumulation Phase
May 8, 2023
- 18:21
As I prepare to retire at the end of 2023, how should I be approaching the decumulation phase in the years ahead?Have a money question?...
Evolving Situation, Are We on Track?
May 7, 2023
- 09:57
With a lot of change happening in our lives, we want to make sure that we're still on track to accomplish our financial goals.Have a...
27 and Hoping to Retire by 50
May 6, 2023
- 07:18
At the ripe old age of 27 I'm already dreaming about financial independence at 50. What should I be doing to make this dream a...
When to Pull Out of the Market?
May 5, 2023
- 15:24
I have been hearing that people my age should pull out of the market because they believe the bottom is going to fall out and stocks...
Can I Retire at 58 With My Expensive Hobby?
May 4, 2023
- 16:14
Can I retire at 58 with an expensive hobby? I don't want to be 70 and miss out on the amazing physical and mental experience that comes...
Catching Up and Staying on Track
May 3, 2023
- 16:57
After not maxing out our retirement accounts for a few years, I want to make sure that we're now on the right path for reaching our...
First Republic Fails, Now What?
May 2, 2023
- 08:25
I joined CBS Mornings to discusses the decline and fate of First Republic Bank and the Federal Reserve's report of what went wrong with...
Can I Do a Reset at 55?
May 1, 2023
- 22:29
I'm 53 years old and trying to determine if a reset is possible within the next 2 to 3 years. Do I have enough saved to do it?Have a...
Do I Need an Annuity?
April 30, 2023
- 10:23
A financial planner I was connected with is suggesting some insurance products and I need a second opinion before pulling the...
Best Place to Invest
April 29, 2023
- 10:38
Given some restrictions within my workplace retirement plan, I'm wondering if it's the best place to be investing my money?Have a money...
Mutual Funds vs CDs
April 28, 2023
- 14:11
Does it make sense to sell some of my brokerage bond mutual funds that are down around 5% for the past year and put the proceeds into 1...
Figuring It Out at 22
April 27, 2023
- 15:02
I'm 22 and working two jobs while going to college. As a young adult, what can I do now to financially prepare myself for the...
Contemplating a Job Change
April 26, 2023
- 19:09
After weighing the pros and cons for the last few months, I am going crazy trying to figure out if I should accept a new job offer.Have...
Financing Our Dream Home
April 25, 2023
- 18:18
We are planning on building a new home out of state sometime next year and would move there during the latter half of the building...
Inheriting Large Amount of Money
April 24, 2023
- 18:45
I'm comfortable doing my finances and investments on my own, but after receiving a large inheritance, I'm thinking I might need some...
Should I Do a Roth Conversion?
April 23, 2023
- 06:13
I'm thinking about converting some pre-tax money to take advantage of tax-free growth for the next few decades. Is it the right...
Focused On Paying Down the Mortgage
April 22, 2023
- 09:36
We are laser focused on paying off the house. Is it the right approach?Have a money question? Email us hereSubscribe to Jill on Money...
Can We Buy a Rental Property?
April 21, 2023
- 20:14
Knowing that we have a sizable inheritance in the future, is it okay if we try our luck with an investment property?Have a money...
The Rising Cost of College
April 20, 2023
- 12:46
I joined CBS Mornings to discuss the cost of paying for college, as well as what students and families need to know about financial aid...
Can I Make a Career Change?
April 19, 2023
- 19:18
Is my financial foundation strong enough to consider a career change?Have a money question? Email us, ask jill [at] jill on money dot...
Are We Okay to Tap Our TSPs?
April 18, 2023
- 13:01
Are we okay to start tapping our TSPs at such a young age?Have a money question? Email us, ask jill [at] jill on money dot com.Please...
Should I Use the Pension Plan?
April 17, 2023
- 10:22
With a lot of uncertainty around my career, I'm unsure if I should be using the pension plan or not, what do you think?Have a money...
Do I Need the Advisor?
April 16, 2023
- 07:31
I recently inherited some money and I'm not sure if I should stick with the advisor overseeing the funds.Have a money question? Email...
Roth IRA Options
April 15, 2023
- 09:14
What are some of the things I should be considering as I think about doing backdoor Roth conversions?Have a money question? Email us,...
Can I Retire in Five Years at 55?
April 14, 2023
- 14:53
Knowing that I'll have a hefty pension, can I retire in five years at the age of 55?Have a money question? Email us, ask jill [at] jill...
Will We Have Enough to Retire?
April 13, 2023
- 20:57
As we hit our early 50s, I'm overly concerned about whether or not we'll have enough to retire.Have a money question? Email us, ask jill...
Is the Pension Worth It?
April 12, 2023
- 10:32
I have a new job opportunity to work for the state of California, and it's a position that comes with a pension after 10 years. Should I...
Are We Saving Too Much?
April 11, 2023
- 17:24
My husband thinks we're saving too much, I disagree, who's right?Have a money question? Email us, ask jill [at] jill on money dot...
Can I Retire at 58?
April 10, 2023
- 26:50
My wife of 25 years died unexpectedly two years ago. I now find myself wanting to retire because I am no longer interested in the career...
Other People's Pockets Part Two
April 9, 2023
- 12:28
Have you ever wondered how your friend bought that vacation home or why that colleague of yours makes everyone meticulously split the...
Other People's Pockets Part One
April 8, 2023
- 15:02
Have you ever wondered how your friend bought that vacation home or why that colleague of yours makes everyone meticulously split the...
Tax Season Tips
April 7, 2023
- 09:52
I joined CBS Mornings to discuss ways to boost your refund and how to tackle your tax return.Have a money question? Email us, ask jill...
Should We Bail on Schwab?
April 6, 2023
- 16:31
With Schwab experiencing some concerns with its bank deposits, is there any reason why we should be concerned? Should we move our...
Can I Retire at 47?
April 5, 2023
- 13:54
I'm 42 and I think I can retire in five years at 47, what do you think?Have a money question? Email us, ask jill [at] jill on money dot...
FINE by 54?
April 4, 2023
- 14:33
I'm burnt out from driving 60 minutes to and from work each day and the pressures of my daily job. Do I have enough money saved to...
Reset After Divorce
April 3, 2023
- 13:31
Despite a recent divorce, I feel like I am financially secure, yet I have questions about my next financial moves. Have a money...
Take Social Security or Tap IRA?
April 2, 2023
- 06:48
Thanks to an earlier than anticipated retirement, I'm trying to decide if I should take Social Security or tap my IRA?Have a money...
Considering a Backdoor Roth
April 1, 2023
- 06:52
With some extra money at the end of each month, should I be looking into a backdoor Roth conversion?Have a money question? Email us, ask...
Analyzing the Gender Pay Gap
March 31, 2023
- 14:09
I joined CBS Mornings during Women's History Month to discuss the gender pay gap. According to a recent Pew Research Center report, the...
I'm 52, Can I Retire at 59?
March 30, 2023
- 13:41
I'm 52 and my financial advisor has my wife and I on track to retire at 59. Is he correct?Have a money question? Email us, ask jill [at]...
Dazed and Confused or on Top of the World?
March 29, 2023
- 17:57
I will be transitioning to retirement soon and have some concerns about how to manage my retirement income while minimizing my taxes and...
Financial Planning While Overseas
March 28, 2023
- 29:22
Living overseas is a dream, but it can make planning and navigating retirement a bit of a nightmare.Have a money question? Email us, ask...
A Complete Reset at 57
March 27, 2023
- 15:21
I was offered my dream job, traveling all over Europe, but I will be moving from New York to an Air Force base in Virginia. Should I buy...
Are We Saving Enough or Too Much?
March 26, 2023
- 08:26
In our mid 30s, we're trying to figure out if we're saving enough for retirement, or are we saving too much?Have a money question? Email...
Managing Surplus Cash Flow
March 25, 2023
- 06:20
With a substantial amount of cash flow remaining at the end of each month, what should I be doing with it?Have a money question? Email...
Retiring in Three Years, Are We Okay?
March 24, 2023
- 15:33
Wife is 56 and retired. I’m 59 and retiring in three years at 62. Are we okay?Have a money question? Email us, ask jill [at] jill on...
Guidance on Next Financial Steps
March 23, 2023
- 13:22
In about three years, with our major home updates complete, we’ll have a lot of extra cash flow. Should we save it or invest?Have a...
Fed Faces Key Decision
March 22, 2023
- 09:47
Later today the Federal Reserve will announce its rate decision after several recent bank failures have shaken the industry. I joined...
On the Right Track in Our Early 30s?
March 21, 2023
- 14:02
In our early 30s, recently married and planning to start a family, are we on the right track?Have a money question? Email us, ask jill...
Trying to Plan For My Retirement
March 20, 2023
- 18:20
With retirement on the horizon, am I on track to possibly call it quits at 62?Have a money question? Email us, ask jill [at] jill on...
Retirement Readiness Part Two
March 19, 2023
- 20:04
Over the next 5-7 years, all 73 million Baby Boomers will hit full-retirement age. But one question looms: Are you retirement ready? And...
Retirement Readiness Part One
March 18, 2023
- 18:20
Over the next 5-7 years, all 73 million Baby Boomers will hit full-retirement age. But one question looms: Are you retirement ready? And...
Banking Crisis Update and a Layoff Protection Plan
March 17, 2023
- 17:25
After Meta announced it is laying off an additional 10,000 employees, I joined CBS Mornings to discuss the best way to prepare for...
Am I on Track at 50?
March 16, 2023
- 16:04
After a career in the military, am I going in the right financial direction?Have a money question? Email us, ask jill [at] jill on money...
Should I Be Considering a Backdoor Roth?
March 15, 2023
- 12:07
Given our combined income, should I be considering a backdoor Roth, or is there an easier alternative?Have a money question? Email us,...
SVB Failure, Keep Calm and Carry On
March 14, 2023
- 11:18
Silicon Valley Bank was shut down by federal regulators, marking the second largest failure of a U.S. financial institution in history....
Can We Buy a Vacation Home and Still Retire Early?
March 13, 2023
- 17:41
Thanks to a big pension, I'm thinking about retiring early and buying a place in Florida, can I do it?Have a money question? Email us,...
Should I Pay Down Debt as Much as Possible?
March 12, 2023
- 06:29
Now that I'm in my mid 30s, should I be laser focused on paying off my student loan debt?Have a money question? Email us, ask jill [at]...
Pay Down the Mortgage or Invest?
March 11, 2023
- 07:56
After making some money on a real estate transaction, should we use it to pay down our primary mortgage or invest it?Have a money...
Keep or Ditch Insurance Policies?
March 10, 2023
- 15:47
I'm on the verge of canceling our insurance policies that we took out five years ago, but I just want to make sure it's the right...
Did We Blow It With This Annuity?
March 9, 2023
- 13:52
I feel like we're in good financial shape, but I'm starting to wonder if we made a big mistake by purchasing an annuity back in...
Should We Prioritize Debt or Investing?
March 8, 2023
- 15:14
What's the plan for us, paying down debt or focusing on retirement now that we're 47 and 50?Have a money question? Email us, ask jill...
Transitioning to Life After a Career With the Government
March 7, 2023
- 23:19
I am 53 years old and about to retire from over 20 years of service with the federal government. How do I smoothly transition into the...
Planning Around a Terminal Illness
March 6, 2023
- 24:55
My spouse was diagnosed five years ago with stage four breast cancer. After five years of balancing working and caregiving, I’m burned...
Being Pitched an Investment Idea
March 5, 2023
- 06:16
I'm being pitched an investment option regarding my IRA, and something tells me I need a second opinion.Have a money question? Email us,...
What's the Financial Priority?
March 4, 2023
- 06:59
As somebody who's just starting out, where should the focus be, on retirement or my student loans?Have a money question? Email us, ask...
Useful Money Saving Tips
March 3, 2023
- 06:50
In honor of America Saves Week, I joined CBS Mornings to discuss the best ways to dig yourself out of debt and replenishing your...
Withdrawal of Retirement Savings
March 2, 2023
- 15:08
With my spouse about to be fired, we would appreciate your guidance on a few issues, including driving our savings to "empty" right...
Feeling Like There’s More to Life
March 1, 2023
- 17:43
By any standard I'm a success story, both personally and professionally. Yet I can't help but wonder if there's more to life?Have a...
Can I Retire in Five Years at 56?
February 28, 2023
- 15:27
Thanks to the pension system at work, I’m considering retirement in about five years. Can I do it?Have a money question? Email us, ask...
Should I Retire at 68 and Enjoy Life?
February 27, 2023
- 15:43
Even though I enjoy my job, I'm 68 years old and wondering if I should retire and start enjoying life?Have a money question? Email us,...
How to Handle Inherited IRA
February 26, 2023
- 05:38
With an inherited IRA at our disposal, we're wondering what's the most tax efficient way to draw it down?Have a money question? Email...
Should I Be Worrying About Mom?
February 25, 2023
- 11:34
Is there any reason why I should be worrying about mom and her finances, or should I be focusing on my financial future?Have a money...
Planning for Special Needs Child
February 24, 2023
- 17:42
With my monthly expenses covered by Social Security and a pension, and with plenty of other investments, is it okay if I pay off the...
Mortgage Pay Off After Retirement?
February 23, 2023
- 15:06
I retired ten years ago, but I still have a mortgage. Does it make sense to pay it off?Have a money question? Email us, ask jill [at]...
Can I Retire ASAP?
February 22, 2023
- 14:30
I have to make a decision as to whether I should retire in the immediate future or be forced to return to in-person work at a job I hate...
Rent the House or Sell It?
February 21, 2023
- 16:50
With a move to France on the horizon, a move that could be permanent, should I keep or sell my house in Florida?Have a money question?...
Feeling Anxiety Over My Finances
February 20, 2023
- 18:00
Feeling like I got a late start, I have been super frugal and trying to save as much as possible. I want to know if it's safe to loosen...
Retirement Reboot Part Two
February 19, 2023
- 13:29
Even before the pandemic, a large share of Americans over age 50 faced the threat that their living standards would decline sharply in...
Retirement Reboot Part One
February 18, 2023
- 14:10
Even before the pandemic, a large share of Americans over age 50 faced the threat that their living standards would decline sharply in...
A Nervous Federal Worker
February 17, 2023
- 12:25
In the last few years I have finally begun reaching my financial goals such as buying a home and contributing to a Roth IRA. I feel like...
Construction Loan Decisions
February 16, 2023
- 14:12
My wife and I are in the process of purchasing land to build a home, and while we are pre-approved through a few banks, we’re wondering...
Catastrophic Diagnosis for Child
February 15, 2023
- 19:24
Everything is great, and it seems like you're on the perfect financial track, until it's not, and life throws you the ultimate...
Is Purchasing an Annuity a Good Idea for Me?
February 14, 2023
- 20:01
I realize that my 401(k) doesn't include any guarantees but I think I have enough for my needs, so I'm wondering if purchasing an...
Are We Saving Enough at 51?
February 13, 2023
- 19:14
Given how much we spend on a monthly basis, which is a lot, are we saving enough now that we're in our early 50s.Have a money question?...
On Track to Retire in Two Years?
February 12, 2023
- 06:32
With retirement on the horizon, I'm looking for some feedback to make sure I am indeed on track to call it quits.Have a money question?...
Withdrawals in Retirement
February 11, 2023
- 08:55
Now that I'm retired, I'm trying to make the adjustment from living on a steady paycheck to living off my investments. Am I approaching...
Should I Buy Long-Term Care Insurance?
February 10, 2023
- 15:46
I’m a 44 year old single woman with no kids and on the fence about spending $10k per year on long-term care insurance. Should I do...
Do We Have Enough for Early Retirement?
February 9, 2023
- 11:32
At 53 years old, can my wife and I retire in about five years and start spending half the year in Europe?Have a money question? Email...
Should I Ditch the Annuity?
February 8, 2023
- 12:41
Approximately six years ago, at the advice of a relative in the financial industry, I purchased an annuity. Should I keep it or ditch...
Can I Retire at 61?
February 7, 2023
- 15:25
I am soon to turn 61 and my husband is 65 and already retired. He wants me to retire and feels our financial situation is secure enough....
Preparing for Severance Payment
February 6, 2023
- 17:20
Knowing that I have a big severance payment coming, is there anything I can do now to try and minimize the taxes paid on this additional...
Confused About Rebalancing
February 5, 2023
- 09:14
I know I'm supposed to rebalance, but I'm not exactly sure what it means or how to do it.Have a money question? Email us, ask jill [at]...
Long-Term Care Policy Options
February 4, 2023
- 11:24
With the premiums going up and up and up, should we keep or ditch the long-term care policy that my mother has?Have a money question?...
Withdrawal Strategy in Retirement
February 3, 2023
- 17:40
We've been very good savers over the years, but given the age difference between me and my husband, how should we approach our...
Whole Life or Term Life Insurance?
February 2, 2023
- 14:29
I'm working with an advisor and she's pushing us to get whole life insurance policies. I was initially thinking we needed term policies...
Does My Retirement Plan Make Sense?
February 1, 2023
- 14:22
When it comes to my retirement plan, should I consider the dividends and capital gains from my investments as a personal income...
How to Manage Unexpected Raise
January 31, 2023
- 10:21
After getting a huge raise at work, how should I be managing the extra cash flow?Have a money question? Email us, ask jill [at] jill on...
College Savings and Life Insurance
January 30, 2023
- 15:16
With two kids nearing college, and a third a few years behind, I have some questions regarding life insurance and where to put any...
Can I Retire in Four Years?
January 29, 2023
- 09:19
At the ripe old age of 49, I'm wondering if I can retire from my current job in about four years?Have a money question? Email us, ask...
Annuity Options
January 28, 2023
- 06:50
I have an annuity coming due with a few different options, which should I choose?Have a money question? Email us, ask jill [at] jill on...
Tips for Tax Payers
January 27, 2023
- 08:50
I joined CBS Mornings to discuss what people need to know for the 2023 tax season. More than 168 million individual tax returns are...
Financial Tips to Live Your Best Life
January 26, 2023
- 08:04
I joined CBS Mornings to discuss my new book, "The Great Money Reset: Change Your Work, Change Your Wealth, Change Your Life." We...
We Are Being Pitched an Annuity!
January 25, 2023
- 23:13
Our planner has presented us with an annuity option that he seems very keen on, but we're not sure if it's necessary.Have a money...
Helping Mom With Her Investments
January 24, 2023
- 14:56
With my 87 year old mother in an assisted living facility, should I sell her stocks and keep everything in CDs and a money market...
Helping My Recently Widowed Aunt
January 23, 2023
- 25:43
My uncle recently passed away and I am trying to help my aunt out with her financial situation, but I feel like I need some advice on a...
Secure Act 2.0 Part Two
January 22, 2023
- 11:34
The Secure Act 2.0, recently passed by Congress and signed into law by President Biden, is a far-reaching document that will change the...
Secure Act 2.0 Part One
January 21, 2023
- 16:29
The Secure Act 2.0, recently passed by Congress and signed into law by President Biden, is a far-reaching document that will change the...
The Debt Ceiling and Your Finances
January 20, 2023
- 09:36
I joined CBS Mornings to discuss the U.S. debt ceiling and how reaching it impacts your finances.Have a money question? Email us, ask...
Getting Back on Track After a Loss
January 19, 2023
- 13:60
My wife of 35 years passed away in August of 2021 at the age of 59. Our plan had always been to retire at age 62. Can I still do it?Have...
Still on Track After Five Years Retired?
January 18, 2023
- 17:00
Today we're at a 8.6% withdraw rate but starting in 2026, assuming the balance is $800K, we'd be at 3.8%. Are these numbers...
12 Years to Go at Age 45?
January 17, 2023
- 18:54
My wife and I are both in a government pension system and have about 10-12 years to go for the full retirement mark, but we want to make...
The Great Money Reset Part Three
January 16, 2023
- 13:30
The Great Money Reset is your guide to getting serious and building your best life. A road map for navigating our present era, it will...
The Great Money Reset Part Two
January 15, 2023
- 13:07
The Great Money Reset is your guide to getting serious and building your best life. A road map for navigating our present era, it will...
The Great Money Reset Part One
January 14, 2023
- 17:30
The Great Money Reset is your guide to getting serious and building your best life. A road map for navigating our present era, it will...
What to Do With Whole Life Policies?
January 13, 2023
- 11:39
My wife and I are in our late 30s with one child and we each have whole life policies with annual premiums of about $5,800 between the...
Will I Run Out of Money in Retirement?
January 12, 2023
- 12:34
I am 67 years old, single, and decided to call it quits about six years ago, but now I'm starting to wonder if I'm going to run out of...
Where to Put Money From Sale of House?
January 11, 2023
- 14:34
I recently sold my home and was wondering if I should leave the proceeds in a savings account or is there someplace safe that will make...
Major Move Before Retirement
January 10, 2023
- 15:29
My husband is retiring within the next 1-2 years, and we want to know if it's crazy to sell our house and make a major move for the...
Preparing for a Career Transition
January 9, 2023
- 18:37
I will be retiring from the military in 18 months and will have a net monthly pension of $6,500. Knowing this, can I adjust (reduce) my...
Am I Saving in the Right Way?
January 8, 2023
- 09:07
Knowing that I may want some flexibility in the future for a possible career change, am I saving in the right places?Have a money...
Is the 401(k) Worth It?
January 7, 2023
- 07:54
Given the fees associated with my 401(k) plan, should I even be using it?Have a money question? Email us, ask jill [at] jill on money...
Should I Contribute to My Roth 401(k)?
January 6, 2023
- 12:11
Considering that my company now offers a Roth 401(k) option, do you think I should be using it?Have a money question? Email us, ask jill...
When Is Leaving Worth More Than Staying?
January 5, 2023
- 20:10
Under what circumstances should I consider remaining in a pension system versus perhaps considering other options? In other words, when...
The FINE Phase
January 4, 2023
- 18:35
Are we on track to achieve our goal of financial independence within the next few years?Have a money question? Email us, ask jill [at]...
Feeling Behind After Living Large
January 3, 2023
- 19:02
After living large in our 20s and 30s, I feel like we're behind on our retirement savings.Have a money question? Email us, ask jill [at]...
Why Do I Feel Nervous?
January 2, 2023
- 16:46
Deep down I know I'm in great shape, yet I can't help but feel nervous.Have a money question? Email us, ask jill [at] jill on money dot...
The Power of Regret Part Two
January 1, 2023
- 11:09
Regrets are a universal and healthy part of being human. And as our guest this weekend, Daniel H. Pink, explains in his book, The Power...
The Power of Regret Part One
December 31, 2022
- 15:49
Regrets are a universal and healthy part of being human. And as our guest this weekend, Daniel H. Pink, explains in his book, The Power...
Retirement Withdrawal Strategy
December 30, 2022
- 15:15
With retirement just a matter of months away, I'm wondering how I should approach my withdrawal strategy?Have a money question? Email...
Do We Have Enough Squirreled Away?
December 29, 2022
- 12:06
After squirreling away money for years and years and years, and doing all the investing on my own, I'm wondering if we'll be okay in our...
Can I Survive in Retirement?
December 28, 2022
- 10:57
My hubby says we're fine, but I'm still worried and feel like we're going to run out of money in retirement. Help!!Have a money...
In Our 30s, Are We on Track?
December 27, 2022
- 11:01
In our 30s with one young child, are we on track to accomplish our future financial goals?Have a money question? Email us, ask jill [at]...
Already Retired but Very Worried
December 26, 2022
- 18:19
I retired earlier this year and the market gyrations of 2022 now have me extremely worried about the state of my portfolio.Have a money...
The Data Detective Part Two
December 25, 2022
- 11:00
We often think statistics are the enemy, numbers used to mislead and confuse us. Our guest this weekend, Tim Harford, says that's a...
The Data Detective Part One
December 24, 2022
- 13:53
We often think statistics are the enemy, numbers used to mislead and confuse us. Our guest this weekend, Tim Harford, says that's a...
The Gyrations Are Scaring Me
December 23, 2022
- 17:47
Despite receiving a hefty pension, the market gyrations are freaking me out, causing me to be ultra conservative with some of my other...
How Much Longer Do We Need to Work?
December 22, 2022
- 15:56
I'm still working at 71 and wondering how much longer before I can finally call it quits?Have a money question? Email us, ask jill [at]...
Have We Saved Enough for Retirement?
December 21, 2022
- 09:40
After spending years paying off all our debts, I'm now worried if we have enough saved for retirement?Have a money question? Email us,...
Funding Grad School
December 20, 2022
- 14:44
What's the best way to help our daughter pay for grad school? Loan? Home equity line of credit? Raid our brokerage account?Have a money...
Can My Husband Retire at 60?
December 19, 2022
- 14:18
Are we on track to have my husband retire in four years when our only child graduates from college?Have a money question? Email us, ask...
Estate Planning Drama
December 18, 2022
- 10:25
What's the best way for me to handle some estate planning drama involving my three kids?Have a money question? Email us, ask jill [at]...
Saving in the Right Places
December 17, 2022
- 07:46
With financial independence hopefully in my future, I want to make sure I'm saving in all the right places.Have a money question? Email...
Making Up for Lost Time
December 16, 2022
- 06:54
At 34 years old, I feel like I'm late to the game and trying to make up for lost time. Am I on the right path?Have a money question?...
Are We Being Charged Too Much?
December 15, 2022
- 06:57
Now that the management fee has increased, I'm wondering if we're being charged too much by our advisor?Have a money question? Email us,...
Presenting Gone South Season 2: The Dixie Mafia
December 14, 2022
- 03:53
Welcome to Season Two of Gone South, the Edward R. Murrow Award winning documentary podcast from C13Originals. Starting in the early...
Can We Retire at 60 and 62?
December 14, 2022
- 15:59
I am 58 and my husband is 61 and we're wondering if we are on the right track to retire in the next year or two?Have a money question?...
Should I Reduce My 401(k) Contributions?
December 13, 2022
- 12:20
With retirement in the near future, should I reduce my 401(k) contributions to the match and put more cash in savings or a brokerage...
Are We Crazy for This Idea?
December 12, 2022
- 17:14
We have a paid-for home in Tennessee but we don't really love it here. Are we crazy if we sell our house and most of our belongings and...
Planning Around Social Security
December 11, 2022
- 06:47
When it comes to our overall retirement game plan, how should we be thinking about Social Security?Have a money question? Email us, ask...
Does a Whole Life Policy Make Sense?
December 10, 2022
- 09:00
Is a whole life insurance policy a good idea to use as a buffer against stock market volatility?Have a money question? Email us, ask...
Old Retirement Plan Options
December 9, 2022
- 13:22
I'm switching jobs and wondering if it would be better to roll over my old 401(k) (mostly Roth) to my new company's 401(k) or to the...
In Our Early 50s, Are We on Track?
December 8, 2022
- 11:37
In our early 50s with good pensions coming our way in retirement, plus a lot of real estate, are we on track to meet our retirement...
Thoughts on Annuity Purchase
December 7, 2022
- 11:57
I'll be taking a lump sum payment in January and I'd like to purchase a 100% spousal survivor annuity to create a guaranteed lifetime...
The Fees Are Bugging Me
December 6, 2022
- 16:21
I have a hard time stomaching the 1.35% AUM fee I’ve been paying for a certain firm to handle my Roth IRA. Should I move it?Have a money...
Should I Retire in Five Years?
December 5, 2022
- 16:37
At the ripe old age of 52, can I call it quits in five years and figure out my next career move?Have a money question? Email us, ask...
In Our 30s, Are We on Track?
December 4, 2022
- 10:25
With my wife staying at home to take care of the kids, are we still on track with our retirement game plan?Have a money question? Email...
Do I Need Permanent Life Insurance?
December 3, 2022
- 08:32
Given that I'm in my 30s, single, and no kids, is there any reason why I need a whole life insurance policy?Have a money question? Email...
Why Use Brokerage?
December 2, 2022
- 17:40
If you're close to or beyond 59.5, is there any reason why you should use a brokerage account over a workplace retirement plan,...
Charitable Giving Tips
December 1, 2022
- 06:23
I joined CBS Mornings on "Giving Tuesday" to discuss what taxpayers need to know about charitable giving this year. We also shared tips...
Financially Responsible for My Parents
November 30, 2022
- 17:41
Knowing that I'll be financially responsible for my parents in the near future, how should I be adjusting my finances?Have a money...
Should I Pay Off the Mortgage?
November 29, 2022
- 11:51
Given my current situation, should I pay off my mortgage as fast as possible?Have a money question? Email us, ask jill [at] jill on...
Mother-in-Law Needs Help ASAP
November 28, 2022
- 19:30
The rocky year on Wall Street has spooked my mother-in-law, and now she's starting to panic. Will she be okay?Have a money question?...
Do We Still Need Term Insurance?
November 27, 2022
- 06:19
At what point in time is it safe for us to ditch our term life insurance policies?Have a money question? Email us, ask jill [at] jill on...
Can I Invest the Emergency Fund?
November 26, 2022
- 07:29
I'm tempted to invest the emergency fund in something that's low risk, good idea or bad?Have a money question? Email us, ask jill [at]...
How to Handle Inherited Annuities
November 25, 2022
- 16:24
I recently inherited some annuities and I'm not sure if I should go back into another annuity, or cash out, pay the taxes and move...
What We're Thankful For
November 24, 2022
- 10:22
A quick message from Jill and Mark and what we're thankful for this Thanksgiving. Happy Thanksgiving everybody!Have a money question?...
Estate Planning Boot Camp
November 23, 2022
- 08:17
I joined CBS Mornings to discuss estate planning and review the four main documents you should have. We also discuss why estate planning...
Roth 401(k) or a Brokerage Account?
November 22, 2022
- 15:47
How do we decide when to decrease our 401(k) contributions and instead put more into savings or a brokerage account?Have a money...
Considering My Age, Do I Have Enough Saved?
November 21, 2022
- 18:28
Considering my age, do I have enough cash saved, or should I put less in retirement accounts and allocate more to cash?Have a money...
Can We Get Out of the Rat Race?
November 20, 2022
- 05:44
Are we in a position to exit the rat race and move into something else that's much less stressful?Have a money question? Email us, ask...
Preparing for a Change
November 19, 2022
- 06:58
What are some of the things I should be mindful of as I prepare to make a career change?Have a money question? Email us, ask jill [at]...
Change Jobs or Tough It Out?
November 18, 2022
- 17:54
My husband has 22 years in federal employment and is trying to decide if it's worth sticking it out for another eight years to max out...
Am I on Track at 51?
November 17, 2022
- 19:41
At 51 years old, and knowing that I plan on working for at least another 15 years or so, am I on track given my current numbers? Have a...
Should I Move Out With My Friends?
November 16, 2022
- 10:25
I currently live rent free with my parents, but am looking to move out with some friends. Should I do it?Have a money question? Email...
Managing Competing Financial Priorities
November 15, 2022
- 16:26
With a few big financial obligations on our plate over the coming years, how should we be prioritizing them?Have a money question? Email...
Help, We Are Stuck So We Do Nothing!
November 14, 2022
- 21:09
What is the best way to use our money? Should we access 401(k)s first, brokerage accounts or Social Security?Have a money question?...
Quit with Annie Duke Part Two
November 13, 2022
- 11:56
In our own lives, we persist in relationships or careers that no longer serve us. Why? According to our guest this weekend, Annie Duke,...
Quit with Annie Duke Part One
November 12, 2022
- 18:57
In our own lives, we persist in relationships or careers that no longer serve us. Why? According to our guest this weekend, Annie Duke,...
Should We Pay Down the HELOC?
November 11, 2022
- 16:27
We have a HELOC for $38,000 and the interest rate just went up to 5.5%. Should we pay it off?Have a money question? Email us, ask jill...
Tax-Deferred or Brokerage Account?
November 10, 2022
- 13:27
With a good chunk of money already in tax-deferred accounts, does it make sense for me to instead focus on beefing up my taxable...
Can I Slow Down?
November 9, 2022
- 13:12
After working in real estate for many years, can I finally pull back and start slowing down at 63?Have a money question? Email us, ask...
Is Now the Time to Convert to a Roth?
November 8, 2022
- 13:54
Given that we know our income is going to take a big jump next year, is this the time for us to do a Roth conversion?Have a money...
A Different Kind of Retirement Calculator?
November 7, 2022
- 18:04
When it comes to the retirement calculators, am I delusional to think we can "live off" my 401(k) dividends without touching the...
What to Do With Old 401(k) Plan?
November 6, 2022
- 06:28
What's the best course of action with an old 401(k) that's floating around? Leave it where it is or roll it into something else?Have a...
Should We Convert to Roth?
November 5, 2022
- 07:14
I'm trying to decide if it makes sense for us to start converting a traditional IRA into a Roth. What should we be considering?Have a...
Housing Market Slowdown
November 4, 2022
- 14:09
I joined CBS Mornings to provide an update on the housing market, as mortgage rates hit a 20-year high. We also chatted about the rental...
Can I Do This Investing Thing on My Own?
November 3, 2022
- 14:24
I'm paying 0.30% to have my money managed, is it worth doing this or should I do it on my own?Have a money question? Email us, ask jill...
Are We Making a Financial Mistake?
November 2, 2022
- 10:57
Will we be making a serious financial blunder if we build an investment property on a piece of land we own in another country?Have a...
Divorce and My Financial Future
November 1, 2022
- 17:43
I'm going through an ugly divorce and can't help but feel extremely unsettled when it comes to my financial future.Have a money...
Rethinking My Plan
October 31, 2022
- 10:21
I'm 65 and semi-retired but the down market has me rethinking my retirement game plan going forward.Have a money question? Email us, ask...
Year-End Planning With Ed Slott Part Two
October 30, 2022
- 11:51
Yes indeed, it's that time of year again, time to do some year-end planning with the one and only Ed Slott, the ultimate tax guru and...
Year-End Planning With Ed Slott Part One
October 29, 2022
- 15:29
Yes indeed, it's that time of year again, time to do some year-end planning with the one and only Ed Slott, the ultimate tax guru and...
I’m a Habitual Worrier, Are We Okay?
October 28, 2022
- 14:52
We got burned back in 2008 and we don't want it to happen again. How should we be planning this time around?Have a money question? Email...
How to Allocate Savings vs. Retirement?
October 27, 2022
- 17:18
With two recent raises hitting our household, how should be allocating the extra cash flow? Should it all go into retirement...
Introducing: It Was Said Season 2
October 26, 2022
- 03:39
It Was Said, the 2021 Webby Award winner for Best Podcast Series, returns with a new season to look back on some of the most powerful,...
How Do I Catch Up at 62?
October 26, 2022
- 16:22
I'm discouraged hearing so many of your callers that have a million or more in retirement savings. How in the world can I catch up at...
What to Do With Home Sale Proceeds?
October 25, 2022
- 13:59
My wife and I just sold our house and purchased our dream home. What should we do with the $200k that we made from the sale of our...
Roth 401(k) or Not?
October 24, 2022
- 12:17
It feels like I should be contributing into the regular 401(k) to minimize my burden, but that Roth 401(k) option is attractive because...
HSA Boot Camp Part Two
October 23, 2022
- 09:39
Open enrollment season is here, and to coincide with the kickoff, Morningstar is out with its annual study on health savings accounts...
HSA Boot Camp Part One
October 22, 2022
- 11:50
Open enrollment season is here, and to coincide with the kickoff, Morningstar is out with its annual study on health savings accounts...
Should I Consider Changing Jobs?
October 21, 2022
- 18:27
Due to my lack of Social Security earnings, should I consider switching jobs for the last stretch of my working years?Have a money...
Can I Retire in Two Years?
October 20, 2022
- 15:18
I am anxious to retire from my corporate sales career and potentially work part-time at something less stressful and more fulfilling....
Can I Retire at 62?
October 19, 2022
- 16:15
I'm 59 years old, and with my wife already retired, I'm hoping to join her on the sidelines in just over two years. Can I do it? Have a...
Are the Fees Too High?
October 18, 2022
- 11:02
Are the fees we're paying too high, especially considering the advisor rarely contacts us?Have a money question? Email us, ask jill [at]...
Are Retirement Calculators Lying to Me?
October 17, 2022
- 14:58
When I use various retirement calculators, the numbers seem too good to be true. Can I trust the results that I am seeing?Have a money...
The American Dream and Other Fairy Tales Part Two
October 16, 2022
- 11:26
Filmmaker and activist Abigail Disney joins the show this weekend to discuss her new documentary, "The American Dream and Other Fairy...
The American Dream and Other Fairy Tales Part One
October 15, 2022
- 09:47
Filmmaker and activist Abigail Disney joins the show this weekend to discuss her new documentary, "The American Dream and Other Fairy...
Who Is Right?
October 14, 2022
- 19:01
Who is right about whether I'm on track for retirement, my fee-based financial advisor or my Schwab CFP provided free by my work?Have a...
Pay Off Car Loan or Keep Money in Savings?
October 13, 2022
- 13:08
I have a cheap auto loan and I also have a good chunk of money sitting in cash. Should I use some of the cash to pay off the loan?Have a...
Help in Life Transitions
October 12, 2022
- 16:58
I feel like I have made many money/life mistakes but now I'm in a solid position to do better, but I don't know what steps to take...
Pre-Retirement Anxiety
October 11, 2022
- 14:41
I think our retirement plan is solid, but my wife is constantly worrying about her job security and isn't sure our plan is doable. Can...
Am I Behind on Retirement Savings?
October 10, 2022
- 12:51
After some time out of the workforce, I feel like I'm behind on my retirement savings. What should I be doing to get back on track?Have...
Can I Retire a Bit Early?
October 9, 2022
- 10:15
Due to a variety of reasons, I'm thinking about retiring a bit earlier than anticipated, can I do it?Have a money question? Email us,...
Old Retirement Plan Options
October 8, 2022
- 07:57
I have an old 401(k) that's still with the old employer, and I'm wondering what's the best course of action? Leave it or roll it...
After-Tax 401(k) Contributions
October 7, 2022
- 12:39
My employer offers a post-tax 401(k) contribution option that would allow for 1-20% of my income to be contributed after-tax and then it...
Help, My Husband Is Panicking!
October 6, 2022
- 14:33
My husband is having such a hard time with the market doing poorly that he wants to put all of our money into a CD. What should I...
Totally Fried at the Age of 55
October 5, 2022
- 18:17
The bad news is that I'm totally fried at the age of 55. The good news is I've saved a ton of money. Can I pull the ripcord?Have a money...
Should I Stop 401(k) Contributions?
October 4, 2022
- 14:08
With my 401(k) getting hammered so far this year, should I consider reducing my monthly contribution and parking it in my savings...
Retirement Planning With a Disability
October 3, 2022
- 22:14
What investment considerations should I make for the impending disability that I'm facing? Both for the possibility that I may not be...
Social Security Strategies
October 2, 2022
- 07:08
When it comes to Social Security, it seems like there's a million different claiming strategies, but more times than not, less really is...
Planning After a Loss
October 1, 2022
- 13:26
When planning for retirement, life does not always move in a straight line, as you'll hear with our latest caller.Have a money question?...
How to Approach Bond Funds
September 30, 2022
- 15:32
Given that we are likely in a situation where interest rate hikes will continue to hammer fund prices for half a year or more, how...
Welcome to Campaign HQ with David Plouffe
September 29, 2022
- 02:34
David Plouffe, former President Barack Obama’s campaign manager and White House Senior Advisor, returns for a new season with a deep...
How Much to Put Down on a House?
September 29, 2022
- 10:46
With a new home purchase on the horizon, should we only put down the amount needed to ensure an affordable mortgage payment?Have a money...
How Can We Help My Ma In Law?
September 28, 2022
- 15:42
My wife’s mother was diagnosed with Alzheimer’s last year and it's looking like we're going to have to help with the expenses. How will...
SEP IRA or Solo 401(k)?
September 27, 2022
- 16:22
Now that I'm a freelancer and my income is starting to grow, I'm wondering what kind of retirement plan I should put in place for...
Can We Cut Back and Start Enjoying Life?
September 26, 2022
- 14:42
With a young son in the mix, and after working in health care for many years, can we ease into retirement and spend more time enjoying...
Invest or Pay Down Mortgage?
September 25, 2022
- 08:27
With a little extra cash flow thanks to a recent raise, should I make extra payments on the mortgage or put the money to work in an...
Incorporating Additional Income
September 24, 2022
- 09:41
With a second income about to enter our household, how should we incorporate the additional money into our retirement planning?Have a...
How to Unravel an Annuity?
September 23, 2022
- 11:48
My mother-in-law has been working with a financial advisor who has placed her into some very questionable and overly complex...
Ignore the Market Gyrations
September 22, 2022
- 24:02
Another interest rate hike by the Fed and another drop on Wall Street. Just remember, for long-term investors, the market gyrations are...
Early Retirement or a Pool?
September 21, 2022
- 16:10
I'm 50 and would like to retire at 55, but we're also hoping to buy a new home with a pool. Can we manage the new house if I call it...
How Much Is Enough?
September 20, 2022
- 15:42
Even if my wife decided to quit work and join me on the sidelines, I think we're fine for retirement. So now I'm wondering, when is...
Do We Have Enough in Investments?
September 19, 2022
- 13:14
My wife and I are in our mid 50s and hoping to retire in the next year or so. Do we have enough money saved to make it happen?Have a...
We're 47, Can We Retire in Four Years?
September 18, 2022
- 09:05
At 47 years of age, both my wife and I are thinking about calling it quits in four years or so, if not sooner. Is it doable?Have a money...
Pay Off the Car Loan?
September 17, 2022
- 05:54
Even though it's not a huge car loan, just having it is driving me nuts. Is paying if off the right financial move?Have a money...
Are We Doing Okay?
September 16, 2022
- 15:28
At 53 years old, and about to launch only son off to college, are we in solid shape for our retirement years?Have a money question?...
All Roth All the Time?
September 15, 2022
- 16:58
More often than not, I hear you and Mark recommend Roth 401(k) contributions, whether the person is in the 12% tax bracket or the 24% or...
Worst Day on Wall Street in Two Years
September 14, 2022
- 18:17
The stock market had its worst day in two years after the consumer price index report for August showed higher-than-expected...
Should I Hire an Advisor?
September 13, 2022
- 12:34
I’ve been handling my own portfolio for quite some time, but as I get older, compounded with the turmoil in the markets, I'm starting to...
Investing Neophyte
September 12, 2022
- 16:23
Listening to your show for several months now, I feel like everyone has a brokerage account, except us! Is it time for us to start using...
Should I Be Getting Life Insurance?
September 11, 2022
- 05:05
As I prepare to make a career change, is there any reason why I should be considering life insurance?Have a money question? Email us,...
Should I Roll Over My TSP?
September 10, 2022
- 07:10
As I prepare to retire from the military and head into the civilian workforce, should I leave my TSP where it is or roll it over?Have a...
Can We Splurge on a Motor Home?
September 9, 2022
- 14:29
With retirement on the horizon, would we be crazy to splurge on a $200k motor home?Have a money question? Email us, ask jill [at] jill...
Should I Rebalance Now or Wait?
September 8, 2022
- 19:22
With the markets bouncing all over the place this year, should I rebalance now or stick to my plan and do it in January?Have a money...
Pre-Tax or Post for My 401(k)?
September 7, 2022
- 05:30
My employer offers a pre-tax and Roth 401(k) option, which should I be using?Have a money question? Email us, ask jill [at] jill on...
Retirement Planning With an Age Difference
September 6, 2022
- 08:34
Given the age difference between myself and my husband, I just want to make sure our financial picture is solid.Have a money question?...
Does My Kid Need Life Insurance?
September 5, 2022
- 07:32
Is there any reason why I should be considering a life insurance policy for my child?Have a money question? Email us, ask jill [at] jill...
How to Change Part Two
September 4, 2022
- 10:18
Award-winning Wharton Professor Katy Milkman has devoted her career to the study of behavior change, and this weekend we're rerunning an...
How to Change Part One
September 3, 2022
- 14:31
Award-winning Wharton Professor Katy Milkman has devoted her career to the study of behavior change, and this weekend we're rerunning an...
Pension Options
September 2, 2022
- 07:19
I have a pension from a previous employer, should I take it as a lump sum or an annuity?Have a money question? Email us, ask jill [at]...
Do We Need a Planner?
September 1, 2022
- 10:32
As we get ready for retirement in a few years, does it make sense for us to find a planner?Have a money question? Email us, ask jill...
Young and Dreaming of Early Retirement
August 31, 2022
- 05:29
I'm a recent grad and hoping to one day retire early, what's the best way to set myself up for success?Have a money question? Email us,...
Income Streams in Retirement
August 30, 2022
- 13:51
With various pots of money, how should we be tapping each to generate our income streams in retirement?Have a money question? Email us,...
Prospects for Retirement
August 29, 2022
- 12:19
I'm 59 and was hoping to retire at 63, but now I'm worried about my prospects for retirement.Have a money question? Email us, ask jill...
The Practice of Groundedness Part Two
August 28, 2022
- 15:49
Achievement often comes at a cost. Angst, restlessness, frayed relationships, exhaustion, and even substance abuse can be the unwanted...
The Practice of Groundedness Part One
August 27, 2022
- 16:37
Achievement often comes at a cost. Angst, restlessness, frayed relationships, exhaustion, and even substance abuse can be the unwanted...
Should We Keep Investing?
August 26, 2022
- 11:46
Given the ups and downs on Wall Street this year, should we keep investing, or hit the pause button?Have a money question? Email us, ask...
We Upsized, Are We Okay?
August 25, 2022
- 14:50
After splurging on a second house, are we still on track for retirement?Have a money question? Email us, ask jill [at] jill on money dot...
Time to Help the Parents
August 24, 2022
- 18:01
My parents are getting to the point where they need a little help, and I need a little help to make sure I'm pointing them in the right...
Helping Mom Get on Track
August 23, 2022
- 20:52
Following the death of my father I've been trying to help my mom with the finances and would like a second opinion to make sure I'm...
New 401(k), Pre-Tax or Roth?
August 22, 2022
- 14:22
With a new job and a new retirement plan, should I be using the pre-tax or Roth 401(k) option?Have a money question? Email us, ask jill...
A World Without Email Part Two
August 21, 2022
- 13:38
This weekend we're rerunning an interview with Cal Newport who joined us a while back to talk about his latest book, A World Without...
A World Without Email Part One
August 20, 2022
- 15:57
This weekend we're rerunning an interview with Cal Newport who joined us a while back to talk about his latest book, A World Without...
How to Handle Large Salary Increase
August 19, 2022
- 12:02
My salary is about to double and I'm not sure how handle the extra cash flow, can you help?Have a money question? Email us, ask jill...
Can I Retire at 56, or Wait Until 60?
August 18, 2022
- 12:04
With a strong desire to call it quits, can I retire at 56 or should I wait until 60?Have a money question? Email us, ask jill [at] jill...
Is the Fee I'm Paying Too High?
August 17, 2022
- 09:29
I feel like we might be paying too much for our financial advisor, so do we keep him or ditch him?Have a money question? Email us, ask...
Late Start, Will I Be Okay?
August 16, 2022
- 11:52
At 51, I feel like I got a late start in terms of saving for retirement. Will I be okay?Have a money question? Email us, ask jill [at]...
What to Do With an Extra $50k?
August 15, 2022
- 13:00
With an extra $50k kicking around after a home sale, what's the best use of this money? Something safe? Or a brokerage account or 529...
Why Generalists Triumph in a Specialized World Part Two
August 14, 2022
- 14:42
Now more than ever, it seems the more you know, the better off you’ll be, especially in your career.Our repeat guest this weekend, David...
Why Generalists Triumph in a Specialized World Part One
August 13, 2022
- 13:17
Now more than ever, it seems the more you know, the better off you’ll be, especially in your career.Our repeat guest this weekend, David...
I'm 66, Can I Retire?
August 12, 2022
- 19:12
66 years old and considering retirement after being at the same employer for 44 years. Can I do it?Have a money question? Email us, ask...
Can I Retire at 59.5?
August 11, 2022
- 13:00
I'm 59 and retirement is on my mind. Can I pull the trigger and call it quits in the near future?Have a money question? Email us, ask...
Time to Lock In My Mortgage?
August 10, 2022
- 19:39
After taking out an adjustable rate mortgage in 2017, is it time to refinance and lock in a rate? Have a money question? Email us, ask...
Can I Pull Some Money Out of My IRA?
August 9, 2022
- 16:28
I would love to take $1,800 per month out of my IRA, but my stock broker says absolutely not, is he right? Have a money question? Email...
Will I Be Living in My Car?
August 8, 2022
- 13:16
I want to retire, but I'm not sure if I have enough savings to pull it off. Will I make it or will my dog and I be living in my car?Have...
Lump Sum or Annuity?
August 7, 2022
- 11:21
With an old pension plan kicking around, I'm being presented with some options. Which should I choose?Have a money question? Email us,...
Helping Dad With His Finances
August 6, 2022
- 10:00
With my financial life in good shape, the focus is on helping my dad. Is the plan we have in place a good one?Have a money question?...
Withdrawals When the Market Tanks
August 5, 2022
- 13:30
With the market down so far this year, how should I go about implementing a four percent withdrawal strategy? Have a money question?...
Variable Rate Mortgage vs Traditional Mortgage
August 4, 2022
- 13:35
Given the current environment, is it nuts to even consider an adjustable rate mortgage for an upcoming house purchase? Have a money...
Our Retirement Plan, Would You Change Anything?
August 3, 2022
- 16:11
As we get closer and closer to retirement, we feel like our plan is solid, but we want to make sure there's nothing we're missing. Have...
Housing Dilemma for Mom
August 2, 2022
- 18:27
The only retirement asset my mom has is her house, and now that she's in her 70s, I'm looking at the possibility of her gifting me the...
Financing the Cost of College
August 1, 2022
- 22:09
We have 529 plans for our kids, but with the market in the tank, I'm worried about paying for college over the next few years.Have a...
Prepping for a Transition
July 31, 2022
- 11:07
My husband will be transitioning from military life to civilian life in a few short years. What should we be thinking about now to help...
Savings Prioritization
July 30, 2022
- 05:32
How do we juggle between saving for retirement and saving for a house down payment?Have a money question? Email us, ask jill [at] jill...
State of the Economy
July 29, 2022
- 08:23
With the highest inflation rates in four decades, the federal reserve has raised the short-term interest rate for the fourth time this...
Too Much Real Estate?
July 28, 2022
- 15:33
With $910k in real estate assets and $170k in traditional retirement assets, do we have too much in real estate?Have a money question?...
Pension Options Including Disability
July 27, 2022
- 10:03
My wife is on long-term disability and has two options regarding her pension and we're not quite sure which one to select. Have a money...
I'm 57, Can I Retire Yet?
July 26, 2022
- 15:04
Another day, another retirement question, this one from a 57 year old hoping to call it quits early next year. Have a money question?...
Can I Retire by 60?
July 25, 2022
- 16:30
I am 57 and would like to retire by 60, is it doable? Have a money question? Email us, ask jill [at] jill on money dot com.Please leave...
Weathering the Economic Headwinds Part Two
July 24, 2022
- 14:43
Is everything more expensive than it used to be? Yes, more-or-less, that's the reality facing Americans and it's not clear when consumer...
Weathering the Economic Headwinds Part One
July 23, 2022
- 22:48
Is everything more expensive than it used to be? Yes, more-or-less, that's the reality facing Americans and it's not clear when consumer...
HSA or Roth?
July 22, 2022
- 14:12
With an extra $5k to invest, should I use a Health Savings Account (HSA) or a Roth?Have a money question? Email us, ask jill [at] jill...
How to Avoid Falling Victim to Financial Fraud
July 21, 2022
- 12:38
I joined CBS Mornings to discuss IRS scams and how to avoid them, including which red flags to watch for, and how to report them to the...
Can We Take a Sabbatical?
July 20, 2022
- 24:02
We're thinking about selling our small business and taking a sabbatical. Are we crazy?Have a money question? Email us, ask jill [at]...
Tax Strategies in Retirement
July 19, 2022
- 11:56
The good news is that we've accumulated a ton of money. What I find confusing is how to strike the right balance between pre-paying...
Helping Mom as She Transitions to Long-Term Care
July 18, 2022
- 15:57
My mother is 93 years old and because her memory and ability to care for herself have noticeably declined this past year, we moved her...
I’m Thinking About Paying off the Mortgage
July 17, 2022
- 08:56
With a unique situation on my hands, I'm thinking about paying off the mortgage. Does it make sense? Have a money question? Email us,...
Is My Money Safe?
July 16, 2022
- 05:36
When it comes to my money being insured, is it okay to have one large taxable account, or should I have a few smaller brokerage...
What Do You Think of Our Plan?
July 15, 2022
- 16:47
We're married, in our early to mid 50s and planning to retire in two years. After a real estate sale, we should clear about $600k which...
Prepping for a Possible Recession
July 14, 2022
- 13:25
With inflation at a 41 year high, and the Federal Reserve raising interest rates, many financial experts warn of an economic slow down....
Retiring With a Disabled Daughter
July 13, 2022
- 19:14
My daughter is disabled and will most likely be financially and socially dependent on us for the rest of our lives. How should we be...
I’m Fried, Can I Retire?
July 12, 2022
- 16:32
Working as a school nurse during COVID has accelerated my anxiety to the point that all I think about is retiring. Can I do it? Have a...
When Can I Retire?!
July 11, 2022
- 20:37
Given the possibility of layoffs with my current employer, I'm thinking that I'd like to retire in 2-4 years. Is this doable? Have a...
Target Date Funds
July 10, 2022
- 05:55
Should I be using a target date fund, or can I create my own sort of target date fund allocation using individual index funds? Have a...
Should We Be Using a Roth 401(k)?
July 9, 2022
- 07:55
After using our pre-tax 401(k) for years, we now have the Roth option. Should we switch things up? Have a money question? Email us, ask...
How to Invest Extra Money
July 8, 2022
- 09:52
With some extra money on hand due to an inheritance, I'm wondering what's the best way to put the money to work?Have a money question?...
Best Way to Plan for Retirement
July 7, 2022
- 13:58
41 years old and self-employed, what's the best way for me to save for retirement?Have a money question? Email us, ask jill [at] jill on...
Already Retired, but Need a Plan
July 6, 2022
- 13:25
I accepted an early retirement package, which I took as a lump sum, and now I need help with all the proceeds in my rollover IRA.Have a...
The Frugal Way to Travel Part Two
July 5, 2022
- 14:37
The summer travel season is officially upon us, and for the first time in a long time, it feels like millions of Americans will be...
The Frugal Way to Travel Part One
July 4, 2022
- 19:45
The summer travel season is officially upon us, and for the first time in a long time, it feels like millions of Americans will be...
Loving Capitalism Part Two
July 3, 2022
- 12:39
Since the 4th of July holiday is upon us, we're going to re-run an interview we did with Ken Langone, the legendary financier, who...
Loving Capitalism Part One
July 2, 2022
- 14:59
Since the 4th of July holiday is upon us, we're going to re-run an interview we did with Ken Langone, the legendary financier, who...
41 and Planning for the Future
July 1, 2022
- 14:38
41 years old and finally trying to plan ahead for the future, is there anything I should be thinking about that's not on my radar?Have a...
In Our Mid 40s, Are We on Track?
June 30, 2022
- 19:34
After having to learn the basics of personal finance on my own, I just want to make sure my trajectory is going in the right...
When to Take My Pension
June 29, 2022
- 12:30
I am lucky enough to have a great pension from a great company. I was originally thinking I would take it in January of 2023, but with...
Single Mom Trying to Save for Retirement
June 28, 2022
- 13:28
Even though I have a ton of equity in real estate, I'm wondering how I can put more money away for retirement without having to sell my...
Finding a Balance Between Saving for Retirement and Enjoying Life
June 27, 2022
- 20:57
I feel like we're doing okay, yet I also feel like we are struggling in terms of finding a balance between saving for retirement, having...
What to Do With My Annuity?
June 26, 2022
- 06:41
Annuities are confusing products, which means the decisions to be made are never quite that easy.Have a money question? Email us, ask...
$108k Left on the Mortgage, Should I Pay It Off?
June 25, 2022
- 08:19
Already retired and just over $100k left on the mortgage, should I go ahead and just pay it off?Have a money question? Email us, ask...
My Retirement Money
June 24, 2022
- 11:12
I hear all the advice about staying the course, but I'm retired and I cannot add to my nest egg, and it seems as if it's going down the...
Financial Advice for College Grads
June 23, 2022
- 13:21
I joined CBS Mornings to share financial advice for recent college graduates, including how to manage student loan debt, starting a...
Can I Retire NOW?
June 22, 2022
- 13:20
I hate my job. It wakes me up at 2 AM and often I am not able to go back to sleep. Thus, I believe my job is having a negative effect on...
Big Pension and TSP, How Much Is Enough?
June 21, 2022
- 12:32
With a big pension coming my way in retirement, how much should I be contributing to my TSP, if anything at all?Have a money question?...
Should I Ditch My Stocks and Go All Cash?
June 20, 2022
- 14:59
With the stock market volatility freaking me out, should I blow out of my stocks and go all cash?Have a money question? Email us, ask...
Should I Take a New Job and Ditch My Pension?
June 19, 2022
- 10:02
Is my current pension so valuable that I should turn down an intriguing new job offer?Have a money question? Email us, ask jill [at]...
How Should I Invest My 401(k)?
June 18, 2022
- 07:29
When it comes to my 401(k), should I be investing on a pre-tax or post-tax basis?Have a money question? Email us, ask jill [at] jill on...
Nowhere to Run, Nowhere to Hide
June 17, 2022
- 18:33
Another three percent drop on Wall Street, and just like the song says, there's nowhere to run and there's nowhere to hide.Have a money...
Biggest Rate Increase Since 1994
June 16, 2022
- 12:44
The biggest interest rate hike since 1994, plus, with some student loan debt still in the picture, what's the best way to utilize...
Trying to Get My Financial Life in Order
June 15, 2022
- 14:29
After avoiding finances for quite some time, I feel like it's time to get my financial life in order.Have a money question? Email us,...
Good With Money but Need a Plan
June 14, 2022
- 21:05
I feel like we're good with our money but still need some help coming up with a solid retirement plan.Have a money question? Email us,...
Recession Fears
June 13, 2022
- 08:01
Gas prices in the nation are at a never-before-seen level and fears of a recession don't seem to be slowing down anytime soon. I joined...
Celebrating Pride Month Part Two
June 12, 2022
- 13:50
June is #PrideMonth, when the LGBTQ community and its allies, honor the 1969 Stonewall Riots in New York City, an event that served as...
Celebrating Pride Month Part One
June 11, 2022
- 11:27
June is #PrideMonth, when the LGBTQ community and its allies, honor the 1969 Stonewall Riots in New York City, an event that served as...
Help Me Get Set Financially
June 10, 2022
- 18:27
I'm looking to firm up our financial picture, but I'm not quite sure where to start, can you help?Have a money question? Email us, ask...
Sitting on Cash, Should I Pay Off the Mortgage?
June 9, 2022
- 12:09
If I'm sitting on a pile of cash, and it's earning next to nothing, does it make sense to use it to pay down the mortgage?Have a money...
Starting to Panic
June 8, 2022
- 12:12
I really thought we were on track for a good retirement, but now I'm starting to panic. Can you help calm my nerves?Have a money...
Am I Crazy to Still Be Renting?
June 7, 2022
- 19:05
As a happy renter, am I crazy to not consider buying a house in the Bay Area?Have a money question? Email us, ask jill [at] jill on...
Evaluating Pension Options
June 6, 2022
- 11:18
With retirement a month away, it's time for me to make a decision regarding my pension. With so many options to choose from, which one...
Starting Off on the Right Foot
June 5, 2022
- 07:37
Aunt Jill, any tips for a recent college grad looking to start things off on the right foot when it comes to preparing for my eventual...
Life Insurance for College?
June 4, 2022
- 13:41
Is life insurance a good vehicle when it comes to saving for college?Have a money question? Email us, ask jill [at] jill on money dot...
Reality Check, Can I Retire in Three Years?
June 3, 2022
- 16:00
I'm 55 and would like to retire in three years. I don't really like my job, or I should say I have a hard time not letting my work take...
Can We Retire in a Month?
June 2, 2022
- 18:23
We’ve decided that our retirement date is planned for July 1 of this year, and we’re thinking we should make an annuity part of our...
Decent 401(k), but No Pension
June 1, 2022
- 10:40
At 62 I'm starting to think about retirement. My 401(k) is in pretty good shape, but I don't have a pension, so I'm not quite sure how...
Forced Retirement at 55, Are We Okay?
May 31, 2022
- 16:04
With my husband being forced into retirement at 55, will we be okay given the current state of our retirement plan?Have a money...
Make Your Bed: Little Things That Can Change Your Life...And Maybe the World
May 30, 2022
- 30:24
In honor of the Memorial Day holiday, we're giving you a break from the money talk, and instead re-airing an interview we did back in...
Roar: Into the Second Half of Your Life Part Two
May 29, 2022
- 13:29
Joining us this weekend is Michael Clinton, former president and publishing director of Hearst Magazines. In his recently released book,...
Roar: Into the Second Half of Your Life Part One
May 28, 2022
- 15:16
Joining us this weekend is Michael Clinton, former president and publishing director of Hearst Magazines. In his recently released book,...
Can We Retire at 55?
May 27, 2022
- 10:54
With a pension on the horizon, and insurance covered, can we start daydreaming about retirement at 55?Have a money question? Email us,...
Stay or Go?
May 26, 2022
- 10:45
With a 76 mile commute, 2.5 hours sitting in the car each day, I'm wondering if it's time to start looking for a new job closer to...
When Can I Afford to Call It Quits?
May 25, 2022
- 19:07
I'm only 53 but I'm totally fried at work. I can gut it out for a few more years, but once I hit 60, can I call it quits?Have a money...
Need Advice on Early Retirement
May 24, 2022
- 13:28
We're 49 and 50 and both miserable at our jobs. Is it realistic to start considering early retirement?Have a money question? Email us,...
Recent Widow, What Am I Supposed to Do?
May 23, 2022
- 18:29
My husband recently passed away and he always took care of the investments. Now it is left up to me to manage all of this money, and I...
Don’t Bail on Bonds Part Two
May 22, 2022
- 13:24
In the past, when investors endured volatile weeks in the stock market, they would soothe their frayed nerves by focusing on their bond...
Don’t Bail on Bonds Part One
May 21, 2022
- 14:55
In the past, when investors endured volatile weeks in the stock market, they would soothe their frayed nerves by focusing on their bond...
Dell Podference: Consumer Sought Goods and the Pandemic Part Two
May 20, 2022
- 18:47
On this bonus episode of Jill on Money, we're joined by Chieh Huang, the CEO of Boxed, an online and mobile membership-free wholesale...
Dell Podference: Consumer Sought Goods and the Pandemic Part One
May 20, 2022
- 15:27
On this bonus episode of Jill on Money, we're joined by Chieh Huang, the CEO of Boxed, an online and mobile membership-free wholesale...
Closing in on a Bear Market
May 20, 2022
- 08:33
Stocks had their worst day in two years on Wednesday, after a huge sell-off prompted by major retailers announcing a drop in profits....
Dell Podference: A Fintech Company Navigates the Pandemic
May 19, 2022
- 20:47
On this bonus episode of Jill on Money, we're joined by Brent Weiss, co-founder and Chief Evangelist at Facet Wealth, a financial...
Seeking Options in Early Retirement
May 19, 2022
- 15:23
Now that we're retired, should we be using I Bonds? Should we be doing Roth conversions? Should we be looking at annuities?Have a money...
I’m Scared, Should I Keep Investing?
May 18, 2022
- 18:14
The markets have me freaked out, and now I'm wondering if I should still be using my 401(k)?!Have a money question? Email us, ask jill...
Evaluating My Pension Options
May 17, 2022
- 18:49
I have a choice to make with my pension, and I'm on the fence as to whether I should take the lump-sum or a monthly annuity.Have a money...
Are We Ok to Possibly Retire at 61 or 62?
May 16, 2022
- 17:34
After 40 years in the workforce, and two bouts of COVID, we're burned out. Can we retire this year?Have a money question? Email us, ask...
Help Me Help My Parents!
May 15, 2022
- 10:29
Before it's too late, how can I help my parents get their financial house in order?Have a money question? Email us, ask jill [at] jill...
Am I Over Diversified?
May 14, 2022
- 08:55
I feel like I've got a lot going on in a lot of different places. Is it possible I'm over diversified?Have a money question? Email us,...
Convince Me to Keep Investing
May 13, 2022
- 14:57
With the markets tanking, I'm not thrilled about the idea of investing new money. Convince me to stay the course!Have a money question?...
How Is the Interest on I Bonds Calculated?
May 12, 2022
- 13:30
I gotta tell ya, the questions about I Bonds are pouring in! With one interest to start the year, another rate now kicking in, it can be...
Where Do I Go From Here?
May 11, 2022
- 11:39
We recently got in touch with an advisor who wants to manage our portfolio for a fee of 1.25%. Should we do it?Have a money question?...
Too Much Company Stock?
May 10, 2022
- 14:53
We have a third of our money in company stock, and I realize that’s way too much, but I also don't want to pay the huge tax bill should...
Financial Worries Keeping Me Awake at Night
May 9, 2022
- 12:39
Our financial advisor says we’re all set, we have nothing to worry about, yet I find myself worrying every day. Help!!Have a money...
Navigating the Pandemic as CEO Part Two
May 8, 2022
- 10:50
Ann Mukherjee, Chairwoman & CEO of Pernod Ricard North America, joins us this weekend to discuss her journey to the top, the pandemic's...
Navigating the Pandemic as CEO Part One
May 7, 2022
- 17:29
Ann Mukherjee, Chairwoman & CEO of Pernod Ricard North America, joins us this weekend to discuss her journey to the top, the pandemic's...
Keep Calm and Keep Investing
May 6, 2022
- 11:24
A crazy ride on Wall Street this week with some extreme highs and lows. My advice? Keep calm and keep investing.Have a money question?...
Will I Be Okay To Retire in Seven Years?
May 5, 2022
- 12:58
I'm 60 years old, still working, but also pulling money out of my 401(k) which has me wondering if I'll be okay to retire in about seven...
Can I Retire and Move to Spain?
May 4, 2022
- 13:17
After working at the same company for 30 years, can I call it quits and spend a good chunk of time in Spain?Have a money question? Email...
Can I Accomplish My Goal of Semi-Retirement?
May 3, 2022
- 11:59
My goal is to semi-retire by the end of 2024, can I do it?Have a money question? Email us, ask jill [at] jill on money dot com.Please...
53 and Panicking About Retirement
May 2, 2022
- 19:34
I'm 53 years old and starting to panic when I think about retirement. Will I be okay?Have a money question? Email us, ask jill [at] jill...
Role Reversal With Jill Part Two
May 1, 2022
- 20:12
This weekend the shoe is on the other foot as you get to hear yours truly being interviewed on the The Long View podcast, hosted by...
Role Reversal With Jill Part One
April 30, 2022
- 23:53
This weekend the shoe is on the other foot as you get to hear yours truly being interviewed on the The Long View podcast, hosted by...
Planning for Retirement and Relocation
April 29, 2022
- 18:25
Looking into the future, maybe ten years or so down the road, will we be able to retire comfortably and relocate?Have a money question?...
Balancing Retirement and College Savings
April 28, 2022
- 15:21
We've been saving and saving for retirement, but now I'm wondering how to balance retirement and funding college for our kids.Have a...
Delay Social Security and Start Converting?
April 27, 2022
- 13:46
Knowing that we've got some serious required minimum distributions on the horizon, should we delay Social Security and starting...
Questions About Inherited IRA
April 26, 2022
- 19:43
Because of the emotions attached to it, I've been kind of ignoring an inherited IRA, but I'm finally ready to take some action.Have a...
Are We on the Right Track?
April 25, 2022
- 21:04
We have been working very hard to get ready for college and ultimately retirement. Are we on track?Have a money question? Email us, ask...
How to Prioritize Our Savings
April 24, 2022
- 06:40
How should we be looking to juggle saving for retirement as well as the cost the day care? Does one take priority over the other?Have a...
Factoring Health Into the Retirement Equation
April 23, 2022
- 07:38
Planning for retirement isn't always a straight line, especially when you mix some health factors into the equation.Have a money...
Is Now the Time for an Annuity?
April 22, 2022
- 13:12
Considering the current economic environment, is now actually the time to consider a fixed annuity?Have a money question? Email us, ask...
Flat Fee or AUM, What is Best for Me?
April 21, 2022
- 13:07
Considering that I'm not a complicated client, I'm struggling with the management fees I'm currently paying. What's the solution?Have a...
Prepping for Retirement
April 20, 2022
- 11:30
With retirement a few years out, what should I be doing now to ensure a smooth transition?Have a money question? Email us, ask jill [at]...
Questions About My Early Retirement
April 19, 2022
- 14:26
Newly retired and only in my 50s, which means I've got plenty of questions! Where should I draw my funds from to support my retirement...
Help Us Get Back on Track
April 18, 2022
- 21:27
After making some questionable financial moves, we feel like we're out of whack. Can you help get us back on track?Have a money...
What's Your Problem Part Two
April 17, 2022
- 07:41
This weekend we're joined by former Planet Money host Jacob Goldstein, host of What’s Your Problem, a new podcast that helps listeners...
What's Your Problem Part One
April 16, 2022
- 11:46
This weekend we're joined by former Planet Money host Jacob Goldstein, host of What’s Your Problem, a new podcast that helps listeners...
Last-Minute Tax Tips and Elon Wants Twitter
April 15, 2022
- 10:15
I joined CBS Mornings with some last-minute tax tips ahead of the filing deadline on Monday, April 18. But before doing so, we also...
Why Shouldn’t We Pay Off the Mortgage?
April 14, 2022
- 12:12
Here we go, the latest example of me trying to convince somebody why it's not a good idea to be hellbent on paying off the mortgage...
Please Help and Let Me Get Some Sleep!
April 13, 2022
- 26:17
Can you help?! I'm 66 and haven't been keeping up with my retirement funds and allocations and really want to reallocate since I am...
Can I Retire Next Year at 56?
April 12, 2022
- 16:48
Can I retire next year at 56 or should I keep working and let my pension grow even bigger?Have a money question? Email us, ask jill [at]...
Is a Widower on Track for Retirement in Three Years?
April 11, 2022
- 13:50
After losing my wife a few years back, I'm beginning to think that it's time to retire and start enjoying life on my terms. Can I do...
Am I Doing Enough for Retirement?
April 10, 2022
- 05:32
With a little extra cash on hand, and with the retirement accounts already maxed out, what's the best course of action?Have a money...
What to Do With Old 401(k)?
April 9, 2022
- 05:05
What's the best course of action when you have an old 401(k) that's still parked with the old employer?Have a money question? Email us,...
I Bonds or a 529 Plan?
April 8, 2022
- 11:57
With bond funds getting hammered, how about using I bonds as an alternative to the bond portion of a 529 plan?Have a money question?...
How to Pay for College
April 7, 2022
- 16:60
On May 1, the pause on federal student loan payments is set to expire. I joined CBS Mornings to discuss the likelihood that it will get...
The Just In Case Plan
April 6, 2022
- 14:08
I’m not sure how to approach my retirement plans, but one thing is certain, I feel like I need a backup plan. Have a money question?...
When Do We Take the Hit on Taxes?
April 5, 2022
- 14:02
With a tax hit on the horizon for my non-qualified deferred compensation plan, do I take the hit all at once or spread it out over a few...
28, Retire by 45?
April 4, 2022
- 17:34
28-years-old and already daydreaming about shifting gears at 45. Am I on the right track to make my dreams a reality?Have a money...
Taxes in Retirement
April 3, 2022
- 07:09
As I ponder my taxes in my retirement, is there any reason why I should be considering an annuity or switching to Roth? Have a money...
Mortgage or No Mortgage?
April 2, 2022
- 07:49
I'm getting ready to purchase a house, should I pay cash or take out a mortgage? Have a money question? Email us, ask jill [at] jill on...
I'm 43, Should I Retire?
April 1, 2022
- 10:58
With more money coming in than going out, should I call it quits at the ripe old age of 43?Have a money question? Email us, ask jill...
Do I Need an Advisor?
March 31, 2022
- 15:31
After inheriting a large amount of money, is now a good time to find a financial advisor? Have a money question? Email us, ask jill [at]...
Can I Help My Daughter Buy an Apartment?
March 30, 2022
- 14:54
With my own finances in solid shape, is it okay if I help my daughter buy an apartment in New York City?Have a money question? Email us,...
Where to Put the Next Available Dollar?
March 29, 2022
- 13:22
With a possible career change happening in the future, where should we be saving any available dollars that we have on a monthly basis?...
Feeling Pressure to Buy a Home
March 28, 2022
- 13:43
I am 40 years old and feeling all sorts of pressure to buy a house. Should I pull the trigger and do it? Have a money question? Email...
Launching Financial Grownups Part Two
March 27, 2022
- 10:15
Bobbi Rebell joins us this weekend to discuss her latest book, Launching Financial Grownups: Live Your Richest Life by Helping Your...
Launching Financial Grownups Part One
March 26, 2022
- 12:12
Bobbi Rebell joins us this weekend to discuss her latest book, Launching Financial Grownups: Live Your Richest Life by Helping Your...
Financial Checkup at 47
March 25, 2022
- 10:30
I'm 47 and hoping to retire at 55, or at least have the option to call it quits. Is this doable given my current financial...
Can We Afford to Buy a Piece of Land?
March 24, 2022
- 15:18
We're considering a HELOC to purchase a piece of land that's near our primary residence. Good idea or bad? Have a money question? Email...
Feeling Financial Anxiety
March 23, 2022
- 18:40
Just because you have a boatload of money saved, doesn't mean you're not allowed to feel some financial anxiety.Have a money question?...
Am I Taking Too Much Risk at 75?
March 22, 2022
- 13:18
As I approach my 75th birthday, the market gyrations are starting to freak me out a bit. Does that mean I'm taking too much risk?Have a...
Stacking Our Financial Priorities
March 21, 2022
- 15:56
With a million dollars in qualified retirement accounts, but very little in non-qualified taxable accounts, and four kids, how should we...
Did I Retire Too Early?
March 20, 2022
- 09:01
I've already pulled the trigger, but now I'm wondering if I retired too early?Have a money question? Email us, ask jill [at] jill on...
Keep or Ditch Disability Policy?
March 19, 2022
- 06:38
It's not a huge financial burden, but I'm wondering if I should I keep or ditch my disability insurance policy?Have a money question?...
What the Fed’s Rate Hikes Mean for You
March 18, 2022
- 08:54
I joined CBS Mornings to discuss what the increase in interest rates means for credit cards, auto loans and more.Have a money question?...
Should We Be Doing Roth Conversions?
March 17, 2022
- 14:17
When you're approaching retirement, or even already retired, does it make sense to start doing some Roth conversions?Have a money...
Pre-Retirement Anxiety
March 16, 2022
- 13:43
I really want to retire, the dilemma is that most of my wealth is tied up in real estate.Have a money question? Email us, ask jill [at]...
Cash Poor and Retired
March 15, 2022
- 12:35
The good news is I have a good amount saved in my 401(k), the bad news is that the retirement account is basically the extent of my...
Planning for Retirement 6-7 Years Out
March 14, 2022
- 17:07
I'm 53 and hoping to retire at 60, am I on track?Have a money question? Email us, ask jill [at] jill on money dot com.Please leave us a...
The Fees Seem High
March 13, 2022
- 06:32
With some time on my hands to do some poking around, it seems I'm paying a lot in fees. Am I right?Have a money question? Email us, ask...
Can We Cut Back to Part-Time?
March 12, 2022
- 10:37
In our mid 50s, is it possible for us to cut back the hours and start thinking about full retirement at 60?Have a money question? Email...
Tips for Fighting Rising Prices
March 11, 2022
- 10:02
I joined CBS Mornings to share ways to save money at the gas pump and grocery store amid record-high inflation.Have a money question?...
Tapping Accounts in Retirement
March 10, 2022
- 20:14
When you have 15 years to go between retirement and Social Security, knowing which accounts to tap, and when, can be tricky.Have a money...
A Ban on Oil and Helping the People of Ukraine
March 9, 2022
- 11:53
It's been a busy and crazy week, and it's only Wednesday! Today we're chatting about the ban on oil from Russia and how many Americans...
Tax Cutoff for Roth Conversion
March 8, 2022
- 11:07
Does there come a point when the tax bracket no longer makes sense to consider a Roth conversion?Have a money question? Email us, ask...
Fear of Going Broke
March 7, 2022
- 16:07
On one hand I really want to retire, on the other hand I have this fear of going broke. What's the compromise?Have a money question?...
Tax Season with Ed Slott Part Two
March 6, 2022
- 10:26
With tax season heating up, and Build Back Better twisting in the wind, it's a perfect time to chat with the one and only Ed Slott, the...
Tax Season with Ed Slott Part One
March 5, 2022
- 16:57
With tax season heating up, and Build Back Better twisting in the wind, it's a perfect time to chat with the one and only Ed Slott, the...
Buy or Rent?
March 4, 2022
- 10:19
With the real estate market being crazy, and me being 0 for 6 on recent offers, should I rent for a year or two or keep looking to...
Roth Conversion to Lower RMD
March 3, 2022
- 17:38
With Required Minimum Distributions on the horizon, should we be doing some Roth conversions to lower the RMDs?Have a money question?...
What Am I Missing?
March 2, 2022
- 11:18
I feel like I have done a decent job of saving and preparing for the future, but I always feel like I'm missing something or could...
Your Financial Reality
March 1, 2022
- 11:30
When it comes to making big financial decisions, it's important to remember that you are constrained by your financial reality.Have a...
Feeling Pressure to Hire a Financial Advisor
February 28, 2022
- 16:22
Now that we're in our 50s, we're starting to feel some pressure to hire a financial advisor. Do we need one?Have a money question? Email...
Why the ESG Craze Is Flawed Part Two
February 27, 2022
- 10:58
Okay, here's the good news: A collective hunger for Environmental, Social, and Governance (ESG) investing has driven a myriad of...
Why the ESG Craze Is Flawed Part One
February 26, 2022
- 15:39
Okay, here's the good news: A collective hunger for Environmental, Social, and Governance (ESG) investing has driven a myriad of...
Economic Impact of Russian Invasion
February 25, 2022
- 09:06
The Russian invasion of Ukraine has already had a wide economic impact. I joined CBS Mornings to discuss what we can expect over the...
Does a Fixed Annuity Make Sense?
February 24, 2022
- 13:41
Even though I have always been opposed to annuities, I'm starting to wonder if a fixed annuity might make sense for me. Yay or nay?Have...
Will I Be Okay Post-Divorce?
February 23, 2022
- 19:44
I was feeling really good about my retirement picture, but now that I'm getting divorced, I'm not so sure.Have a money question? Email...
Social Security Timing
February 22, 2022
- 18:36
With retirement getting closer and closer, my plan right now is to take Social Security at 62. Good idea or bad?Have a money question?...
Retired and Navigating Inflation
February 21, 2022
- 14:28
We're both already retired and because we're feeling a bit nervous about inflation, should we be looking to make any changes to our...
The Power of Regret Part Two
February 20, 2022
- 11:11
Everybody has regrets, and our guest this weekend, Daniel H. Pink, explains in his latest book, The Power of Regret: How Looking...
The Power of Regret Part One
February 19, 2022
- 16:31
Everybody has regrets, and our guest this weekend, Daniel H. Pink, explains in his latest book, The Power of Regret: How Looking...
Can I Retire?
February 18, 2022
- 15:52
After 20 years on the job, I've had enough. Can I call it quits and retire later this year?Have a money question? Email us, ask jill...
Lake House Dream or Pipe Dream?
February 17, 2022
- 13:23
In our 30s and dreaming of selling our current home and moving to a lake home. Are we nuts?Have a money question? Email us, ask jill...
Financial Advisor or Not?
February 16, 2022
- 16:44
With a new job and big raise, should I be looking to bring a financial advisor into the mix?Have a money question? Email us, ask jill...
Are We Doing Enough for Retirement?
February 15, 2022
- 15:02
Our income has basically doubled for an undetermined amount of time, and it has us wondering if we're doing enough for retirement?Have a...
Do I Need a Financial Partner?
February 14, 2022
- 18:35
After a bad experience, I'm starting to wonder if I need a financial partner on my journey to financial independence.Have a money...
The Revolution That Wasn't Part Two
February 13, 2022
- 10:08
Joining us this weekend is Wall Street Journal columnist Spencer Jakab, whose just released book, The Revolution That Wasn't: GameStop,...
The Revolution That Wasn't Part One
February 12, 2022
- 16:04
Joining us this weekend is Wall Street Journal columnist Spencer Jakab, whose just released book, The Revolution That Wasn't: GameStop,...
How to Negotiate With Your Boss
February 11, 2022
- 19:08
As job postings became plentiful and labor shortages pinched various industries of the economy, many Americans have realized that they...
Does a Roth 401(k) Have RMDs?
February 10, 2022
- 14:41
We're all about taking advantage of the Roth, but just be aware of some big differences between a Roth IRA and a Roth 401(k).Have a...
I Need Help With a Large Inheritance
February 9, 2022
- 16:21
When you inherit a large amount of money, and you're not confident in your own financial abilities, it's crucial that you have a good...
Should We Be Doing Roth Conversions?
February 8, 2022
- 11:02
Retired in our 50s and collecting pensions, should we also be doing Roth conversions?Have a money question? Email us, ask jill [at] jill...
Are We on Track for the Next 10 Years? 20? Beyond?
February 7, 2022
- 21:16
Even though you're almost certain you're in good shape, sometimes you just need to hear it from an objective observer. Have a money...
Navigating the Metaverse and Beyond Part Two
February 6, 2022
- 13:51
It's time for our annual tech visit with our good pal, Jeff Bakalar, the head of content development and strategy at Giant Bomb. On this...
Navigating the Metaverse and Beyond Part One
February 5, 2022
- 16:21
It's time for our annual tech visit with our good pal, Jeff Bakalar, the head of content development and strategy at Giant Bomb. On this...
Will Volatility Impact My Goals?
February 4, 2022
- 12:08
Help! I'm concerned that market volatility will impact my ability to achieve my goals. What should I do? Have a money question? Email...
To Pay Off the Mortgage or Not
February 3, 2022
- 12:03
If you're approaching retirement and have the urge to pay off the mortgage, you're not alone. But is it the right move?Have a money...
My Gap Year (updated)
February 2, 2022
- 11:21
As we're often reminded, life doesn't always go according to plan. Our latest (repeat) caller is a perfect example.Have a money...
ETFs vs Index Funds
February 1, 2022
- 13:18
In terms of paying taxes, does it make much of a difference if I'm using ETFs or index funds?Have a money question? Email us, ask jill...
Is the Advisor Screwing Dad?
January 31, 2022
- 22:34
How do we know if the advisor working with our dad is really acting as a fiduciary?Have a money question? Email us, ask jill [at] jill...
The Great Resignation or a Reshuffle? (Part Two)
January 30, 2022
- 11:21
LinkedIn principal economist, Guy Berger, joins us this weekend to discuss the current job market and shares how workplace dynamics have...
The Great Resignation or a Reshuffle? (Part One)
January 29, 2022
- 16:53
LinkedIn principal economist, Guy Berger, joins us this weekend to discuss the current job market and shares how workplace dynamics have...
Pre-Tax or Roth 401(k)?
January 28, 2022
- 13:53
I currently have my workplace retirement options set up so that I'm using some pre-tax features and some Roth. Should I switch to all...
Tax Season Is Open!
January 27, 2022
- 11:10
I joined CBS Mornings on the first day of tax season to discuss what Americans need to know when filing their taxes this year, including...
Active Military, Seeking Advice on Retirement Planning
January 26, 2022
- 25:24
Making the transition from military life to civilian can be tough, but having a couple awesome pensions certainly makes things a bit...
Pension or 401(k)?
January 25, 2022
- 15:10
Should my wife choose a pension or a 401(k) for her new workplace retirement plan?Have a money question? Email us, ask jill [at] jill on...
Can We Retire?
January 24, 2022
- 21:24
Can we retire? The answer is yes, but it doesn't mean you haven't been getting some lousy advice along the way.Have a money question?...
Rebalancing Retirement Account
January 23, 2022
- 09:35
Is there an easy way to rebalance inside of retirement accounts when we're using target date funds?Have a money question? Email us, ask...
Should I Buy an Annuity?
January 22, 2022
- 05:56
Sometimes annuities make sense, sometimes they don't. Here's the latest scenario.Have a money question? Email us, ask jill [at] jill on...
Will I Ever Be Able To Retire?
January 21, 2022
- 19:51
With not much saved in retirement at the age of 51, is there any chance of me retiring in 5-7 years?Have a money question? Email us, ask...
Will I Hit My Retirement Number?
January 20, 2022
- 13:59
I'm all for having a retirement number, but how you end up at that number is what really matters.Have a money question? Email us, ask...
Is Moving My 401(k) the Right Move?
January 19, 2022
- 16:40
A big financial firm wants to manage half the value of my still active 401(k). Should I make the move?Have a money question? Email us,...
Claiming Social Security Early
January 18, 2022
- 10:48
Instead of waiting until 70 to claim Social Security, why not take the reduced benefit early and invest it?Have a money question? Email...
How Prepared Are We for Retirement?
January 17, 2022
- 18:49
Most online retirement calculators seem to indicate we're in great shape, are we?Have a money question? Email us, ask jill [at] jill on...
Take the Pitch or Swing?
January 16, 2022
- 08:18
I'm 59 years-old and trying to plan for retirement, do I need the insurance product I'm being pitched?Have a money question? Email us,...
Pay Off the Mortgage?
January 15, 2022
- 08:28
As we head into retirement, does it make sense to pay off the mortgage? Or should we invest the available cash?Have a money question?...
From Listener to Website Developer
January 14, 2022
- 17:01
In case you haven't noticed, the Jill on Money website has been beautifully redesigned. Here's something else you may not know, it was...
Inflation and Hot Housing
January 13, 2022
- 09:22
I joined CBS Mornings to talk about what the latest home sales data means for the housing market. We also discussed mortgage rates and...
Can I Retire at 60?
January 12, 2022
- 18:22
After years of saving, can I finally call it quits at 60?Have a money question? Email us, ask jill [at] jill on money dot com.Please...
Transitioning to Retirement
January 11, 2022
- 22:56
Saving for retirement can often be the easy part. For many people the hard part is learning how to be retired.Have a money question?...
$7,000,000 and 8 Kids
January 10, 2022
- 19:50
Eight kids and $7,000,000 buckaroos coming your way. This is certainly a first for the Jill on Money show.Have a money question? Email...
What's the Financial Priority?
January 9, 2022
- 07:06
With a few items that need to be addressed, what should my top priority be?Have a money question? Email us, ask jill [at] jill on money...
Should We Switch to a 529 Plan?
January 8, 2022
- 10:47
We're saving for college but not using a 529 plan. Should we be?Have a money question? Email us, ask jill [at] jill on money dot...
Financial Planning and Terminal Illness
January 7, 2022
- 17:04
Life doesn't always go as planned and you've got to be ready to make adjustments when it comes to your finances.Have a money question?...
Pre-Tax or Roth?
January 6, 2022
- 17:05
Should I be making my retirement contributions pre-tax or Roth? Or a mix of both?Have a money question? Email us, ask jill [at] jill on...
Should I Do a 15 or 30 Year Mortgage?
January 5, 2022
- 06:60
With a refinance on the horizon, is it best to do a 15 or 30 year mortgage?Have a money question? Email us, ask jill [at] jill on money...
Yay or Nay on Robo Advisors?
January 4, 2022
- 10:34
With just about every major brokerage firm now offering a robo advisor product, is it something we should be considering?Have a money...
Trying to Make Up for Lost Time
January 3, 2022
- 09:47
When you feel like you're late to the game in terms of saving for retirement, what's the best way to make up for lost time?Have a money...
In Pursuit of Financial Independence
January 2, 2022
- 05:53
When one is pursuing financial independence, how should the financial priorities be stacked?Have a money question? Email us, ask jill...
Which Retirement Accounts to Use
January 1, 2022
- 06:07
When it comes to saving for retirement, which accounts exactly should I be using?Have a money question? Email us, ask jill [at] jill on...
How To Handle an Inheritance
December 31, 2021
- 10:24
The bad news is somebody passed away, the silver lining is there's an inheritance coming your way. What should you do with it?Have a...
In Need of a Retirement Checkup
December 30, 2021
- 10:39
I'm pretty sure I'm in good shape, but turning 50 has left me wanting a second opinion.Have a money question? Email us, ask jill [at]...
Social Security Strategy
December 29, 2021
- 07:54
When it comes to claiming your Social Security benefits, there's usually a few different strategies to consider.Have a money question?...
Do I Need a Whole Life Policy?
December 28, 2021
- 10:10
I'm being pitched a whole life insurance policy, do I need it?Have a money question? Email us, ask jill [at] jill on money dot...
I Think I’m in Good Shape, Can You Confirm?
December 27, 2021
- 11:45
Even though you think you're in good shape for retirement, it never hurts to get a second opinion. That's what we're here for!Have a...
Keep or Ditch Whole Life Policy?
December 26, 2021
- 07:51
We're sticking with the insurance theme this holiday weekend, this time talking about whole-life policies.Have a money question? Email...
Should I Ditch or Keep Our Insurance Policies?
December 25, 2021
- 06:08
Merry Christmas! What better way to celebrate than by talking about insurance policies :)Have a money question? Email us, ask jill [at]...
Retirement Plan Options
December 24, 2021
- 07:48
Sometimes for reasons out of your control, your retirement options can be limited at work. Are there any other good choices...
Are We Going Off the Rails?
December 23, 2021
- 12:36
I'm pretty sure we're in good shape for retirement, but how would we know if we're going off the rails?Have a money question? Email us,...
Did I Retire Too Soon?
December 22, 2021
- 13:25
The decision has already been made, and the paperwork filed, but now you're wondering if you retired too soon. Have a money question?...
Have I Accumulated Enough to Retire?
December 21, 2021
- 17:54
It’s the million dollar question of whether or not you’ve saved enough to comfortably retire at the age of 61.Have a money question?...
Roth Conversion Before End of Year?
December 20, 2021
- 16:04
With the clock ticking, should we try and do a Roth conversion before 2021 comes to a close?Have a money question? Email us, ask jill...
Should I Pay Off a Small Mortgage?
December 19, 2021
- 07:07
With just a little bit of principal left on the mortgage, is it okay to pay it off in one fell swoop?Have a money question? Email us,...
End of Year Rebalancing
December 18, 2021
- 11:31
It's that time of year again when investors should think about rebalancing their portfolios.Have a money question? Email us, ask jill...
End of Year Money Tips
December 17, 2021
- 13:05
Here's a recent appearance from CBS Mornings where I discussed end of year financial planning tips and moves Americans can make now to...
In Desperate Need of Consolidation
December 16, 2021
- 14:32
After plenty of job changes over the years, you're now left with 8-9 retirement accounts. What's the best way to consolidate?Have a...
Is $800k in One Stock Too Much?
December 15, 2021
- 14:17
Everything with your retirement game plan seems to be on track, except for the fact that you have $800k tied up in single stock.Have a...
Roth Option Stinks, Still Use It?
December 14, 2021
- 11:35
Usually we're all about using the Roth option at work if it's available. What do you do if it's available but the plan really...
Ballooning Costs
December 13, 2021
- 07:17
I joined CBS Saturday Morning to break down the surging rate of inflation and the rest of the nation's economic picture.Have a money...
Easily Invest in Rental Homes Part Two
December 12, 2021
- 16:33
Ryan Frazier, co-founder and CEO of Arrived, joins us this weekend to discuss the start-up's appeal to retail investors. Frazier...
Easily Invest in Rental Homes Part One
December 11, 2021
- 20:09
Ryan Frazier, co-founder and CEO of Arrived, joins us this weekend to discuss the start-up's appeal to retail investors. Frazier...
Use Investments To Pay Off Mortgage?
December 10, 2021
- 10:29
With retirement about five-years off, should I pull $300k out of my investments to pay off our remaining mortgage debt?Have a money...
Job Eliminated, What To Do With Old 401(k)?
December 9, 2021
- 11:54
My job was recently eliminated and now I need help in determining the best move for my 401(k) plan.Have a money question? Email us, ask...
Evaluating Pension Options
December 8, 2021
- 15:55
Pensions are great, but they're not always straightforward and usually come with a bunch of options.Have a money question? Email us, ask...
How To Take Advantage of Lower Income
December 7, 2021
- 13:14
Due to COVID, your income took a pretty good whack in 2021. Are there any tax advantaged moves worth considering?Have a money question?...
What To Do With Extra Money?
December 6, 2021
- 16:10
For the first time ever I'm going to have some extra cash flow each month. What should I be doing with it? Use my workplace retirement...
Year-End Money Tips Part Two
December 5, 2021
- 10:35
Believe it or not, it's that time of year again, time to do some year-end planning with the one and only Michael Goodman from...
Year-End Money Tips Part One
December 4, 2021
- 14:58
Believe it or not, it's that time of year again, time to do some year-end planning with the one and only Michael Goodman from...
Non-Deductible IRA or Brokerage?
December 3, 2021
- 14:01
With a backdoor Roth out of the question, am I better off making a non-deductible contribution into a tradition IRA or using a taxable...
Should I Use an HSA?
December 2, 2021
- 12:46
I don't hear much talk about HSAs, and now I'm starting to wonder if I'm making a mistake by using one?Have a money question? Email us,...
The Hierarchy of Savings
December 1, 2021
- 14:23
When we're talking about workplace retirement plans, HSAs and brokerage accounts, what's the appropriate hierarchy of savings?Have a...
Should I Ditch Bonds for Cash?
November 30, 2021
- 11:30
Because I'm concerned about bond yields, I moved my $1.3 million bond allocation to cash. Good move or did I make a mistake?Have a money...
Is My Financial Future Secure?
November 29, 2021
- 15:01
After working as a firefighter for 28 years, and recently retiring at 51, is my financial future secure?Have a money question? Email us,...
How to Implement Bonds?
November 28, 2021
- 06:12
I know my portfolio needs bonds, the question is how do I get them in there?Have a money question? Email us, ask jill [at] jill on money...
Long-Term Care Insurance
November 27, 2021
- 12:23
Long-term care insurance policies are expensive and tricky. Our latest call is an example of both.Have a money question? Email us, ask...
$500k in a Single Stock
November 26, 2021
- 14:60
Some company stock I own was worth $6,000 28-years-ago, now it's worth $500,000! As we approach retirement how should we deal with this...
What We're Grateful For
November 25, 2021
- 08:59
On today's show Mark joins me and we're hitting the pause button on the money talk and instead talking about what we're grateful for...
How to Fund College?
November 24, 2021
- 11:15
Because the focus was always on saving for retirement, we don't have anything saved for college, which is right around the corner. What...
Looking to Join the FINE Movement
November 23, 2021
- 16:26
With thoughts of transitioning to a new endeavor in a few years time, should we be beefing up our brokerage account or continue saving...
At 67, Is My 80/20 Portfolio Too Risky?
November 22, 2021
- 18:55
67-years-old with an 80/20 portfolio and not phased by the ups and downs of the market, can I stay or the course or do I need to peel...
I'm 49, Can I Retire at 53?
November 21, 2021
- 09:51
I'm 49-years-old and looking to retire from my current full-time job in four years. Should I be looking to get a part-time gig when the...
Annuity Options
November 20, 2021
- 07:52
When an annuity is coming due you usually have some options. Figuring out which one to choose is not always so easy.Have a money...
Taking a Sabbatical at 26
November 19, 2021
- 14:23
26-years-old and already prepping to take a sabbatical. Is this pandemic related? I'm hoping we find out the answer.Have a money...
Retail Sales Surge
November 18, 2021
- 05:55
Retail sales increased by 1.7% last month, and an overall 16.3% compared to last year. I joined CBS Mornings to explain what's behind...
Can We Shift From Retirement to College Savings?
November 17, 2021
- 13:27
Does there come a time when it's okay to transition from saving for retirement to saving for college?Have a money question? Email us,...
Derailed by the Pandemic
November 16, 2021
- 15:43
One day you're working your dream job and the next thing you know you're out of work, all thanks to the pandemic. Now what? Have a money...
How to Help My Mother-In-Law
November 15, 2021
- 14:48
To qualify for medicaid, my mother-in-law wants to fully sign over her brokerage account to my husband and myself. Good idea or not?Have...
27 and Seeking Flexibility Later On
November 14, 2021
- 08:56
This is my kinda call! Just 27-years-old and already looking to take the steps to ensure financial independence down the road.Have a...
How Much Company Stock Is Too Much?
November 13, 2021
- 08:00
I'm not against owning company stock, but I am against owning too much of it. Remember folks, company stock should only represent a...
What to Do With Home Sale Proceeds?
November 12, 2021
- 10:32
Thanks to a recent home sale in this hot housing market, you've basically got $500k to play with. What should you be doing with the...
Inflation and Supply Chain Shortages
November 11, 2021
- 13:38
Inflation is at its highest level in 31 years and supply chain problems across the country could cause havoc for people's holiday plans....
Single Parent, Am I on Track?
November 10, 2021
- 16:35
Being a single parent makes it hard to focus on retirement, but when your time finally comes, you want to make sure you're on the right...
Craving Account Consolidation
November 9, 2021
- 16:23
When it comes to your finances, I'm a believer that less really is more. Not only with the number of funds you're using, but also with...
Help, I’m Stressing Over My Finances!
November 8, 2021
- 21:11
I get that people stress out over their finances, but often it's unnecessary, especially when there's an obvious solution to your...
Estate Planning Drama
November 7, 2021
- 11:23
When it comes to discussing the family finances, things can quickly get ugly. One way to avoid the drama is by having a rock-solid...
Is Grad School Worth It?
November 6, 2021
- 07:54
I'm usually not the biggest cheerleader when it comes to grad school, but does there come a point when it's actually worth it?Have a...
Does the Roth Option Make Sense for Us?
November 5, 2021
- 14:42
If you're earning a hefty salary, does it still make sense to consider the Roth 401(k) option? As you'll hear, there's no clear and...
Should I Use My 457 or a Brokerage Account?
November 4, 2021
- 15:14
With some extra cash flow available each month, does it make sense to use a 457 plan and pay the taxes later, or pay the taxes now and...
$6,000 to Kill Bullwinkle?!?!
November 3, 2021
- 19:45
Married couple, making a good living, with zero housing expenses. Where is all the extra cash flow going each month? Good thing Mark...
How Are We Doing Financially?
November 2, 2021
- 14:16
We have a million bucks in retirement accounts yet we're having a hard time coming up with an emergency fund. Any suggestions?Have a...
Should I Be Using a Brokerage Account?
November 1, 2021
- 15:48
If you don't have a huge salary, and you know you'll have a pension come retirement, should you also be using a taxable brokerage...
At What Point Is My 401(k) Not Worth Using?
October 31, 2021
- 09:42
Some retirement plans are just so bad that you're left wondering if there's a better alternative.Have a money question? Email us, ask...
Have We Saved Enough for Retirement?
October 30, 2021
- 10:05
We were so obsessed with paying off debt that we're now wondering if our retirement savings has suffered as a result?Have a money...
Hubby Says No, Wife Says Yes, Who’s Right?
October 29, 2021
- 15:51
The wife wants a second home, husband says no way. Which way is Aunt Jill leaning?Have a money question? Email us, ask jill [at] jill on...
New Home Owner, Did I Make a Mistake?
October 28, 2021
- 17:57
I recently took the plunge and purchased my first home. Now I'm starting to wonder if it was a mistake. Was it?Have a money question?...
Can I Take a Home Office Deduction?
October 27, 2021
- 17:19
With everyone basically working from home during the pandemic, many people are looking to take the home office deduction. But not...
Going From Two Incomes to One
October 26, 2021
- 19:14
Even though we've saved a lot money, I'm feeling a bit worried as my wife prepares to leave the workforce later this year. Will we be...
Am I Saving Too Aggressively?
October 25, 2021
- 18:44
43-years-old and saving very aggressively for retirement with everything in stocks and not feeling the urge to have any bond allocation....
Shutdown: How Covid Shook the World's Economy Part Two
October 24, 2021
- 20:04
The shocks of 2020 have been great and small, disrupting the world economy, international relations and the daily lives of virtually...
Shutdown: How Covid Shook the World's Economy Part One
October 23, 2021
- 18:58
The shocks of 2020 have been great and small, disrupting the world economy, international relations and the daily lives of virtually...
Tackling the Child Care Crisis
October 22, 2021
- 09:12
Yours truly and Parents Digital Content Director Julia Dennison joined CBS Mornings to talk about how the child care crisis impacts the...
In My 50s, Am I on Track?
October 21, 2021
- 12:09
I'm in my 50s and trying to make up ground, am I on track or is there something else I need to be doing?Have a money question? Email us,...
Can We Spend Some of Our Inheritance?
October 20, 2021
- 09:33
With a large inheritance on the horizon, is it okay if we give ourselves permission to spend some of it?Have a money question? Email us,...
Tax Strategies in Retirement
October 19, 2021
- 19:24
With a lot of money in tax-deferred accounts, how concerned should you be about doing Roth conversions as you head into retirement?Have...
Should We Sell the Rental Property?
October 18, 2021
- 16:39
Our rental property is cash flow positive and worth $600k, should we sell it? Or hang on to it for the income?Have a money question?...
Trillions: How a Band of Renegades Invented the Index Fund Part Two
October 17, 2021
- 17:46
Fifty years ago, the Manhattan Project of money management was quietly assembled in the financial industry's backwaters, unified by the...
Trillions: How a Band of Renegades Invented the Index Fund Part One
October 16, 2021
- 20:47
Fifty years ago, the Manhattan Project of money management was quietly assembled in the financial industry's backwaters, unified by the...
59 and 60, Can We Retire?
October 15, 2021
- 12:43
Here we go, the latest early retirement question. This time from a couple currently 59 and 60 and looking to call it quits in the near...
The Great Resignation
October 14, 2021
- 06:22
A record-breaking 4.3 million workers quit their jobs in August, the highest number ever recorded. People from all across the pay...
Can We Retire at 62?
October 13, 2021
- 16:17
Retirement at 62 is not always a given, but when you have an amazing perk that most don't, it certainly makes things a lot more...
Recently Retired and Have Questions
October 12, 2021
- 14:03
Just because you're officially retired doesn't mean the questions stop. Sometimes that's when the questions just begin, especially when...
Which Accounts to Tap in Retirement
October 11, 2021
- 16:30
For years you've done a great job of saving for retirement and now it's time to start tapping your various accounts. Is there any rhyme...
It Feels Like We’re Treading Water
October 10, 2021
- 11:55
It feels like we're treading water with our personal finances. Are we, or am I just being overly dramatic?Have a money question? Email...
Where Should Our Focus Be?
October 9, 2021
- 07:51
When it comes to our savings strategy, should we be doing a little of everything or should we be focusing on one area in particular?Have...
Student Loan Forgiveness
October 8, 2021
- 05:37
The Department of Education announced an overhaul on a student loan forgiveness program, which could help over half a million borrowers...
Drowning in Credit Card Debt (Caller Update)
October 7, 2021
- 13:18
Earlier this year we chatted with a listener who was drowning in credit card debt. It was a call that certainly struck a nerve with the...
How to Allocate Extra Cash Flow?
October 6, 2021
- 13:22
With an extra $500 each month, how should the money be allocated? Build up the emergency reserve? Pay off the car loan? Something...
Prepping for the Next Phase
October 5, 2021
- 21:34
Prepping for retirement and the next phase brings all sorts of questions, such as whether to pay for a new house with cash or take out a...
When to Save, When to Spend?
October 4, 2021
- 13:09
Preparing for retirement can be tricky as you're juggling two very different things, saving and determining how much you can spend.Have...
The Practice of Groundedness Part Two
October 3, 2021
- 18:04
Achievement often comes at a cost. Angst, restlessness, frayed relationships, exhaustion, and even substance abuse can be the unwanted...
The Practice of Groundedness Part One
October 2, 2021
- 18:42
Achievement often comes at a cost. Angst, restlessness, frayed relationships, exhaustion, and even substance abuse can be the unwanted...
What Role Do Dividends Play?
October 1, 2021
- 12:55
When running your retirement numbers, how should you factor dividends into the equation?Have a money question? Email us, ask jill [at]...
Debt Ceiling Fallout
September 30, 2021
- 06:18
Secretary Janet Yellen estimates that the U.S. could default on October 18 if Congress doesn't act to raise the debt ceiling. I joined...
How Can I Help My Grandmother?
September 29, 2021
- 12:07
My 81-year-old grandmother is not in a great financial situation, is there anything more I can be doing to help her out?Have a money...
Can My Husband Ditch His Pension?
September 28, 2021
- 20:15
How much is a big fat guaranteed pension worth? So much that you'd be insane to walk away from it?Have a money question? Email us, ask...
Can I Start a New Endeavor at 57?
September 27, 2021
- 19:12
Here we go, yet another career change related question. Pre-COVID, we got maybe five of these all year, now it seems like we're getting...
Machiavelli for Women Part Two
September 26, 2021
- 12:55
This weekend we welcome Stacey Vanek Smith, NPR host of The Indicator and correspondent for Planet Money, who joined us to discuss her...
Machiavelli for Women Part One
September 25, 2021
- 16:36
This weekend we welcome Stacey Vanek Smith, NPR host of The Indicator and correspondent for Planet Money, who joined us to discuss her...
Is Our Portfolio Too Conservative?
September 24, 2021
- 15:06
Even though we're retired, is our portfolio too conservative? Are we missing out on returns? Should we be taking more risk?Have a money...
My Gap Year
September 23, 2021
- 14:19
The pandemic has caused a lot of people to reevaluate their current professional and personal situations, and our next caller is just...
Stocks See Lowest Drop Since May
September 22, 2021
- 09:09
Monday, stocks saw the biggest drop in months due to a Chinese property developer on the brink of bankruptcy. I joined CBS Mornings to...
Are We on Target for Retirement?
September 21, 2021
- 16:04
Are we on track for a solid retirement? I think that has become the most popular question we receive, that and Roth related questions....
We’re 57, Can We Retire at 60?
September 20, 2021
- 16:38
When I run the numbers it looks like we're in good shape, so can my wife and I call it quits in three years, retire at 60, and do some...
Thrift Savings Plan For All Part Two
September 19, 2021
- 12:00
This weekend on the show we're joined by labor economist Teresa Ghilarducci and her new co-author, Kevin Hassett (former Trump...
Thrift Savings Plan For All Part One
September 18, 2021
- 12:56
This weekend on the show we're joined by labor economist Teresa Ghilarducci and her new co-author, Kevin Hassett (former Trump...
Are We Paying Too Much in Fees?
September 17, 2021
- 13:09
With fees for the do-it-yourself investor at near zero, how do you know if you're being charged too much by your advisor?Have a money...
I’m 39, Can I Semi-Retire in Eight Years?
September 16, 2021
- 15:09
I work in a career that I despise and it's taking a toll on my mental and physical health, can I power through and semi-retire in eight...
Labor Market Concerns
September 15, 2021
- 08:13
Today we're talking about the surprising August unemployment numbers and why people are still unemployed and what those searching for a...
How to Invest Cash on the Sidelines?
September 14, 2021
- 13:33
Now that a home purchase is off the table, what should you do with the cash that was set aside for the down payment?Have a money...
Sell the Rental and Invest the Proceeds?
September 13, 2021
- 14:42
With the real estate market on fire, should we sell our rental and invest the proceeds, or just stick with the rental income?Have a...
Remembering 9/11 Part Two
September 12, 2021
- 13:08
Twenty years after Sept. 11, we're giving you a break from the money talk, and instead re-airing an interview we did back in 2017 with...
Remembering 9/11 Part One
September 11, 2021
- 18:20
Twenty years after Sept. 11, we're giving you a break from the money talk, and instead re-airing an interview we did back in 2017 with...
Is Paying Off Mortgage Early Worth It?
September 10, 2021
- 12:31
With an extra $900 each month, does it make sense to pay extra on the mortgage, or put the money in the market?Have a money question?...
Convert Rollover IRA to Roth?
September 9, 2021
- 16:13
Five years ago the rollover IRA was worth $55,000, now it's worth $125,000, should we still consider converting to a Roth?Have a money...
Does Our Plan Have Any Holes?
September 8, 2021
- 11:30
When it comes to your retirement plan and running the numbers, what are some of the red flags you should be looking out for?Have a money...
Is It Okay to Invest the Emergency Fund?
September 7, 2021
- 07:19
I know you guys are fed up with your emergency reserves earning bupkis, but does that mean you should consider placing the money in...
Should We Sell a Rental to Pay Off Debt?
September 6, 2021
- 08:15
With 90k in student loan debt, does it make sense to sell a rental property and wipe the slate clean?Have a money question? Email us,...
Can We Retire in 3-4 Years?
September 5, 2021
- 06:18
Here we go, our latest question about early retirement, this time a couple looking to call it quits in 3-4 years. Doable?Have a money...
How to Handle Inherited Annuity
September 4, 2021
- 07:22
When you inherit a variable, non-qualified annuity, what's the best course of action?Have a money question? Email us, ask jill [at] jill...
Keep Renting or Buy a Condo?
September 3, 2021
- 07:35
Here we go with yet another real estate question. Should we keep renting or buy a condo?Have a money question? Email us, ask jill [at]...
How Much Is a Pension Worth?
September 2, 2021
- 05:38
Pensions are hard to come by nowadays, and that's what makes them even more valuable under the right circumstances.Have a money...
Should I Convert From Traditional to Roth?
September 1, 2021
- 07:36
Easily the most common topic we discuss on this show is somehow Roth related. Here's the latest example.Have a money question? Email us,...
Buy a House or Stay Put?
August 31, 2021
- 08:19
Should I buy a house or stay put where I am? Seems to be a frequent question over the last twelve months or so.Have a money question?...
Old Retirement Plan Options
August 30, 2021
- 06:22
Should I keep my old 401(k) with my old employer, or should I roll it into my current plan? Or something else? Have a money question?...
Can I Retire a Bit Early?
August 29, 2021
- 09:52
I will soon be turning 60, and after some hard years, both physically and emotionally, am I in a solid position to retire a bit...
Do We Need Bonds?
August 28, 2021
- 07:35
With most of our money in stocks, our financial advisor is telling us we should also be using bonds, is she right?Have a money question?...
Overall Financial Planning
August 27, 2021
- 09:14
The beauty of having you guys live on the show is that the conversations often take a different turn. This latest call started off...
Social Security Claiming Strategy
August 26, 2021
- 06:15
When it comes to claiming your Social Security benefits, it's a pretty straightforward decision making process, at least to me. Others...
What to Do With Home Sale Proceeds?
August 25, 2021
- 09:54
With some cash sitting on the sidelines from a recent real estate transaction, you have a couple options regarding the money. Which is...
Passive Versus Active Investing
August 24, 2021
- 12:11
Ah yes, the active versus passive debate. Is there any argument to be made that active investing is better than passive?Have a money...
How to Handle Extra Cash Flow?
August 23, 2021
- 12:39
For quite a while it was a one income household, now all of a sudden it's a two income household, which begs the question, what should...
Planning After a Loss
August 22, 2021
- 12:54
Having a plan is great, but unfortunately things go wrong, forcing many of us to adjust on the fly.Have a money question? Email us, ask...
Can We Retire Early?
August 21, 2021
- 10:46
Even though I plan on working forever, I realize a lot of you want to call it quits early. The question is whether or not you're in a...
Should I Pay Extra on the Mortgage?
August 20, 2021
- 09:38
For whatever reason so many people are obsessed with paying off the mortgage. But is it really the best financial decision?Have a money...
Pay Off the Loan or Invest the Money?
August 19, 2021
- 06:33
A question that we hear more and more of these days, pay off the loan, which is usually at a low interest rate, or invest the money...
Do I Need Life Insurance?
August 18, 2021
- 05:43
Whether or not you need life insurance all depends on what's going on in your life. Some people need it, others do not.Have a money...
What to Do With Old Retirement Plan?
August 17, 2021
- 06:36
You usually have a few options to choose from when you're trying to figure out what to do with an old retirement plan. Move it? Leave as...
Deciding Between a Traditional or a Roth 401(k)
August 16, 2021
- 06:09
Thankfully it's pretty common nowadays for employers to offer a Roth 401(k) option, which means you guys need to make a decision, Roth...
Making College Pay Part Two
August 15, 2021
- 21:59
The cost of college makes for frightening headlines. The outstanding balance of student loans is more than $1.5 trillion nationally,...
Making College Pay Part One
August 14, 2021
- 20:08
The cost of college makes for frightening headlines. The outstanding balance of student loans is more than $1.5 trillion nationally,...
How to Change a Sucky Attitude
August 13, 2021
- 12:34
If you're feeling a bit frustrated about constantly working and not enjoying your money, you're not alone. I can provide some...
Pension or 401(k)?
August 12, 2021
- 11:36
Options are a good thing, and when it comes down to deciding between a guaranteed pension or a 401(k) with a match, that's a tough one,...
Are We on Track at 55?
August 11, 2021
- 14:01
With both the husband and wife right around 55 years old, and still planning on working for a few more years, should any tweaks be made...
Single Parent's Late Start (Best Email EVER)
August 10, 2021
- 20:31
Mark and I have been doing some version of Jill on Money since 2011, and in this episode we read what may be the best email ever, so...
Permission to Pay Off Mortgage?
August 9, 2021
- 12:44
With not a lot remaining on a rental property mortgage, and a ton of cash sitting in the bank, should I go ahead and just pay it...
Having the Money Talk Part Two
August 8, 2021
- 14:47
This weekend on the show we're trying to help kids get smart about money.To help us with our task, we're joined by Susan Beacham,...
Having the Money Talk Part One
August 7, 2021
- 12:42
This weekend on the show we're trying to help kids get smart about money.To help us with our task, we're joined by Susan Beacham,...
Why Do I Feel Like a Loser?
August 6, 2021
- 13:39
You have a net worth of two million dollars, yet you can't help feeling like a loser. What in the world is going on here? It's actually...
Las Vegas, the Land of Bad Odds and Bad Behavior
August 5, 2021
- 16:49
Before we get to your calls, which we will do, I promise, I need to rant for a bit about my recent trip to Las Vegas. Let's just say...
Is Our Retirement Strategy Okay?
August 4, 2021
- 11:37
When it comes to your retirement plan, it's only natural to be worried and full of anxiety. But that's why we're here, to help you take...
How to Finance a Renovation
August 3, 2021
- 13:43
When it comes to financing a remodeling project, I'm all for using the most efficient strategy possible. A remodel is stressful enough,...
Feeling a Bit Overwhelmed
August 2, 2021
- 12:37
When it comes to your finances, it's very easy to feel a bit overwhelmed, especially when you factor in a substantial inheritance. Have...
Is Our Financial Foundation Solid?
August 1, 2021
- 09:36
I'm 50 and my husband is 60, are we on the right track with our current retirement game plan?Have a money question? Email us, ask jill...
Do I Need a Whole Life Policy?
July 31, 2021
- 08:30
Nothing like being pitched a whole life policy for your child! That's one that makes my blood boil.Have a money question? Email us, ask...
How to Handle a Pension
July 30, 2021
- 08:42
When it comes to a pension, there's usually a few different options to consider, such as whether to take a lump sum or regular...
Do We Need an Advisor?
July 29, 2021
- 12:43
Do we need an advisor? Well, it depends on how much you need that hand-holding personal service of a dedicated person.Have a money...
Should I Consider a Mortgage Recast?
July 28, 2021
- 06:49
Ever since last spring we've been getting a ton of mortgage questions, and here's another one related to a mortgage recast.Have a money...
The Backdoor Roth Process
July 27, 2021
- 07:15
The backdoor Roth conversion process is pretty easy to execute, but if you've got existing IRA balances, the process can get tricky.Have...
How to Prioritize Our Savings Strategy
July 26, 2021
- 08:43
When you have a variety of investment strategies available to you, such as pre-tax or post-tax, how should you go about prioritizing...
The Premonition Part Two
July 25, 2021
- 10:14
Friend of the pod Michael Lewis is back with us this weekend to talk about his recently released book, The Premonition: A Pandemic...
The Premonition Part One
July 24, 2021
- 11:41
Friend of the pod Michael Lewis is back with us this weekend to talk about his recently released book, The Premonition: A Pandemic...
How to Handle a Lump Sum
July 23, 2021
- 17:20
Whether it's a settlement or an inheritance, there's no easy answer when it comes to handling a lump sum of money.Have a money question?...
Are We Being Too Aggressive With Our Investments?
July 22, 2021
- 18:55
Is it too risky to be in your early 50s and 100% invested in stocks? For me, yes, for you, maybe not, so let's dive in a bit deeper and...
Help! We're Drowning in Credit Card Debt.
July 21, 2021
- 29:15
Whether you make a lot of money or a little, no one is immune when it comes to racking up significant credit card debt. And if you're...
Am I Okay to Retire This Year?
July 20, 2021
- 13:17
My heart is set on retiring later this year, and working another year or two isn't an option, so am I okay to pull the trigger and call...
Inflation and Your Money
July 19, 2021
- 07:06
Yours truly on Face the Nation: There is "red-hot consumer demand" and a bottleneck of supply in certain areas, leading to the "biggest...
Subtract: The Untapped Science of Less Part Two
July 18, 2021
- 13:12
We pile on “to-dos” but don’t consider “stop-doings”. We create incentives for good behavior, but don’t get rid of obstacles to it. We...
Subtract: The Untapped Science of Less Part One
July 17, 2021
- 12:10
We pile on “to-dos” but don’t consider “stop-doings”. We create incentives for good behavior, but don’t get rid of obstacles to it. We...
Time to Fire My Advisor?
July 16, 2021
- 15:20
If you're thinking about firing your advisor and going it alone, there's definitely a few things to consider before making the...
I'm Constantly Worried About Money
July 15, 2021
- 16:48
You're only in your 20s and doing everything you should be doing to prepare for retirement, yet you find yourself constantly worried...
Can I Retire at 60 and Travel?
July 14, 2021
- 10:37
John in California is hoping to call it quits and take to the skies. Is he at a point in his financial life where he can make his dream...
My Wife Is 40, Can She Stop Working?
July 13, 2021
- 21:44
Wife wants to call it quits at 40 and do something else, hubby thinks it's a bad idea. Who's right and who's wrong? Aunt Jill is here to...
Am I Sitting on Too Much Cash?
July 12, 2021
- 14:29
What would cause somebody to be sitting on what you might think is too much cash? More times than not, it has to do with a traumatic...
Preparing for a Transition
July 11, 2021
- 12:38
Part of financial planning is dealing with all sorts of curve balls that might come your way, and that includes dealing with a...
How to Prioritize My Savings
July 10, 2021
- 05:43
When there's multiple financial aspirations on the table, one has to figure out how to prioritize the various goals and objectives.Have...
How to Maximize Earning Potential
July 9, 2021
- 10:34
Nothing better than chatting with a 36-year-old woman who's already in awesome financial shape yet is still looking to maximize her...
Does It Make Sense to Pay Off the Mortgage?
July 8, 2021
- 08:35
While it's usually a straightforward scenario, not every mortgage pay off question is the same, and this latest conversation is...
Trying to Time the Market
July 7, 2021
- 11:05
Deep down you know that trying to time the market is a bad idea, yet it's something you're willing to consider. Thankfully you reached...
Target Date Fund Strategy
July 6, 2021
- 05:59
Just because you have the option of using a single target date fund, does it mean it's always the best option?Have a money question?...
Roth or Traditional 401(k)?
July 5, 2021
- 07:47
When it comes to your 401(k), should you be using the pre-tax option or the post-tax Roth option?Have a money question? Email us, ask...
On the Path to Financial Independence
July 4, 2021
- 06:03
Appropriate that on Independence Day we're talking to a recent grad who wants to put himself on the path to financial independence.Have...
Lump Sum or Annuity?
July 3, 2021
- 12:52
When it comes to a pension payout, which makes more sense, the lump sum or regular annuity payments?Have a money question? Email us, ask...
How to Break Up With My Advisor?
July 2, 2021
- 13:52
Breaking up is hard to do, but is there an easy way to ditch my advisor?Have a money question? Email us, ask jill [at] jill on money dot...
Use Inheritance to Pay Off Mortgage?
July 1, 2021
- 15:33
Is there anything wrong with treating a recent inheritance as "found money" and using it to pay off the mortgage?Have a money question?...
Boring Is Beautiful
June 30, 2021
- 18:49
I feel like I'm doing everything I possibly can to prepare for retirement, yet other people seem to be doing better. Is there something...
Roth Conversion Strategy
June 29, 2021
- 12:02
You've been doing some Roth conversions in retirement but you aren't sure if it's a strategy you should keep utilizing in future...
How Much Life Insurance Do We Need?
June 28, 2021
- 11:30
When shopping around for term life insurance, is there a magic formula to determine how much coverage you need?Have a money question?...
Financial Help for a Parent
June 27, 2021
- 10:24
Retirement planning for yourself is hard enough, what happens when you also have to take care of a parent?Have a money question? Email...
Can I Call It Quits in a Few Years?
June 26, 2021
- 08:25
Can I call it quits in a few years and retire on the early side? I'll tell you what, having a big fat guaranteed pension certainly makes...
Should I Bite the Bullet and Go Roth?
June 25, 2021
- 12:37
Even though you're in a pretty high tax bracket, should you bite the bullet and start using the Roth 401(k) at work?Have a money...
Should I Use the Roth 401(k) Option?
June 24, 2021
- 12:30
After 20 years of tax-deferred savings, your workplace retirement plan recently started offering a Roth 401(k) option, does that mean...
Help Allocating Our Portfolio
June 23, 2021
- 19:31
Saving for retirement is incredibly important, but what's equally as important is knowing how your dollars are being invested.Have a...
Are We on Track for Early Retirement?
June 22, 2021
- 14:54
Are we on track for early retirement and some travel? Seems like we're getting this question on a fairly regular basis, especially if...
Sell the House in a Hot Market?
June 21, 2021
- 12:04
If you've been thinking about selling the house, and you're in a hot real estate market, there may never again be a better time to pull...
State of the Economy Part Two
June 20, 2021
- 13:15
Believe it or not, we're basically halfway through 2021, which means it's time for a little "State of the Economy" with our favorite...
State of the Economy Part One
June 19, 2021
- 14:45
Believe it or not, we're basically halfway through 2021, which means it's time for a little "State of the Economy" with our favorite...
Enjoying Life Prior to Retirement
June 18, 2021
- 11:44
Preparing for retirement is the name of the game, but there's more to life than just saving, at some point you have to enjoy things...
Should I Start Using the Roth 401(k)?
June 17, 2021
- 16:16
Is it ever too late to start using the Roth function within your workplace retirement plan?Have a money question? Email us, ask jill...
Can We Retire Early and Travel?
June 16, 2021
- 12:00
Can we retire early and travel around the globe? Well, that depends on what kind of travel we're talking about. Are we talking about a...
How Will Inflation Impact My Stocks?
June 15, 2021
- 10:32
Inflation is coming, inflation is coming! Yes, that may very well be true, and if so, what does it mean for your stocks and bonds?Have a...
Consumer Prices Are on the Rise
June 14, 2021
- 06:27
I joined CBS This Morning to break down why consumer prices are spiking, what sectors are impacted the most and how long people could...
From Janitor to Top Executive Part Two
June 13, 2021
- 09:16
This weekend we're joined by Richard Montañez, whose upcoming book, Flamin' Hot: The Incredible True Story of One Man's Rise from...
From Janitor to Top Executive Part One
June 12, 2021
- 10:43
This weekend we're joined by Richard Montañez, whose upcoming book, Flamin' Hot: The Incredible True Story of One Man's Rise from...
Should We Convert to a Roth?
June 11, 2021
- 12:14
Husband wants to convert to a Roth, wife says not so fast. Is one right and the other wrong?Have a money question? Email us, ask jill...
How to Pay for Grad School
June 10, 2021
- 12:24
With grad school on the horizon, now comes the decision about how to pay for it. Should you dip into your savings? Take out a loan? Or...
How to Finance Home Improvement Project
June 9, 2021
- 12:04
You need to finance a home improvement project yet most of your money is tied up in retirement accounts. Is there a good...
Can I Quit My Job?
June 8, 2021
- 17:36
With things around the country starting to resemble something normal, many employers are calling workers back into the office, and after...
Crypto, Housing Shortages & More with Major Garrett
June 7, 2021
- 31:27
I had the pleasure of joining CBS News Correspondent Major Garrett on his podcast, The Takeout, to discuss a number of topics, including...
How to Change with Katy Milkman Part Two
June 6, 2021
- 12:29
Award-winning Wharton Professor Katy Milkman has devoted her career to the study of behavior change, and this weekend she joins us to...
How to Change with Katy Milkman Part One
June 5, 2021
- 16:33
Award-winning Wharton Professor Katy Milkman has devoted her career to the study of behavior change, and this weekend she joins us to...
Homebuyer With Heartache
June 4, 2021
- 16:16
I'll tell you what, I'm quite content being on the sidelines given the current state of the totally wacky and crazy housing market....
How Many Funds Do We Need?
June 3, 2021
- 13:20
Is there a sweet spot when it comes to the number of funds you should be using in your overall portfolio? Here's a little secret, more...
Target Date Fund Strategy
June 2, 2021
- 14:25
When it comes to target date funds, what's the right strategy? Should you be using one fund or multiple funds with different years?Have...
Do We Have the Right Plan in Place?
June 1, 2021
- 17:52
When you're a do-it-yourself investor it's very easy to second guess your strategy. That's what Aunt Jill is here for!Have a money...
Work, Relationships and Grieving with Esther Perel Part Three
May 31, 2021
- 08:04
New York Times best-selling author and psychotherapist Esther Perel joins the show this Memorial Day weekend to discuss balancing...
Work, Relationships and Grieving with Esther Perel Part Two
May 30, 2021
- 11:22
New York Times best-selling author and psychotherapist Esther Perel joins the show this Memorial Day weekend to discuss balancing...
Work, Relationships and Grieving with Esther Perel Part One
May 29, 2021
- 11:47
New York Times best-selling author and psychotherapist Esther Perel joins the show this Memorial Day weekend to discuss balancing...
20 or 30 Year Mortgage?
May 28, 2021
- 11:48
You're about to refinance and aren't sure if you should take out a 20 or 30 year mortgage. You're tempted by the 20, but maybe your gut...
Can We Retire in Two Years?
May 27, 2021
- 12:02
The goal is to retire in just under two years, basically 1/1/2023. Are you on track to achieve your goals? Is there anything that needs...
Investing in a Zig Zag Stock Market
May 26, 2021
- 07:48
May has been a volatile month for the stock market amid concerns over inflation and how the Federal Reserve might respond. I joined CBSN...
Should We Buy or Keep Renting?
May 25, 2021
- 10:18
In this absolutely insane housing market, does it make sense to buy or keep renting? It depends.Have a money question? Email me...
Punished for Being Single?
May 24, 2021
- 15:60
Am I being punished by the tax code for being single? Or should I find something more important to worry about?Have a money question?...
The Whiteness of Wealth Part Two
May 23, 2021
- 11:54
Our guest this weekend, Dorothy A. Brown, became a tax lawyer to get away from race. As a young black girl growing up in the South...
The Whiteness of Wealth Part One
May 22, 2021
- 16:15
Our guest this weekend, Dorothy A. Brown, became a tax lawyer to get away from race. As a young black girl growing up in the South...
Am I Okay Using a Robo-Advisor?
May 21, 2021
- 13:52
If your situation is fairly straightforward, is there anything wrong with using a robo-advisor? Or are you better off using an actual...
Tips for Switching Careers
May 20, 2021
- 09:31
According to a Pew survey, 66% of unemployed workers considered a new career during the pandemic. I joined CBS This Morning with some...
Knocked Down but Not Out
May 19, 2021
- 17:20
The pandemic knocked a lot of people down. Thankfully some were able to get back up. Our latest caller is an example of the latter.Have...
Retirement Checkup
May 18, 2021
- 18:26
Saving for your golden years is often the easy part, trying to figure out how to live in retirement can be the hard part.Have a money...
Are We Over Saving for Retirement?
May 17, 2021
- 17:14
Are you over saving for retirement to the point where you're not able to totally enjoy life? If so, it may be time to reevaluate the...
Dream First, Details Later Part Two
May 16, 2021
- 15:14
This weekend we're joined by Ellen Bennet, author of Dream First, Details Later: How to Quit Overthinking & Make It Happen!As a...
Dream First, Details Later Part One
May 15, 2021
- 17:31
This weekend we're joined by Ellen Bennet, author of Dream First, Details Later: How to Quit Overthinking & Make It Happen!As a...
Inflation Fears
May 14, 2021
- 14:29
The Consumer Price Index rose 4.2% in the past year, the biggest growth in 12 1/2 years. Prices from computer chips & cars to groceries,...
Are We Trying to Time the Market?
May 13, 2021
- 12:29
Today I get to play the role of marriage counselor! One spouse has some investment ideas and the other isn't exactly sold on the idea....
Prepping for Retirement
May 12, 2021
- 17:43
You've done a great job of saving for retirement, and I mean GREAT, but now you're wondering how you'll be impacted by taxes and...
Getting on Track for Retirement
May 11, 2021
- 15:16
What's the best way to get on track for retirement? That's an easy one my friends! Start socking away that money :)Have a money...
Last Minute Tax Tips
May 10, 2021
- 05:51
I joined CBS This Morning to discuss what Americans need to know about filing for taxes this year, ahead of Tax Day on May 17.Have a...
BONUS: Small Business Bootcamp
May 10, 2021
- 21:25
I am often asked about the best retirement plan options for entrepreneurs and sole proprietors.There's a lot of choices out there, and...
Spring Housing Market Part Two
May 9, 2021
- 11:49
I think it's officially time for a deep dive on the spring housing market.Joining us this weekend is Maria Fregosi, the Chief Investment...
Spring Housing Market Part One
May 8, 2021
- 11:10
I think it's officially time for a deep dive on the spring housing market.Joining us this weekend is Maria Fregosi, the Chief Investment...
Can We Retire at 53 and 57?
May 7, 2021
- 17:11
Who wouldn't want to retire early and travel the world? Our latest caller is trying to make that dream a reality. Can she pull it...
Should I Be Doing Roth Conversions?
May 6, 2021
- 11:56
Stop the presses, it's yet another question about whether or not it makes sense to be doing Roth conversions. All Roth, all the time, by...
Roth or Pre-Tax 401(k)?
May 5, 2021
- 09:23
Just like yesterday, we have a caller trying to figure out if it makes sense to use the Roth 401(k) option at work. Unlike yesterday,...
Second Guessing My Roth Decision
May 4, 2021
- 11:41
You recently made the decision to make your 401(k) contributions post-tax and now you're wondering if you made the right decision. This...
American Families Plan
May 3, 2021
- 06:21
There are more signs that the U.S. economy is roaring back to life, and President Biden is proposing trillions of dollars in new...
The Unspoken Rules Part Two
May 2, 2021
- 10:31
You've landed a job. Now what?To help answer that question, we're joined this weekend by Gorick Ng, author of The Unspoken Rules:...
The Unspoken Rules Part One
May 1, 2021
- 16:12
You've landed a job. Now what?To help answer that question, we're joined this weekend by Gorick Ng, author of The Unspoken Rules:...
A Journey in Financial Literacy
April 30, 2021
- 24:39
Welcome to a special bonus episode for Side x Side with U.S. Bank, a limited series. A collaboration with my show and others.On this...
Worried About Mom and Dad
April 29, 2021
- 13:43
Worrying about your own financial life is hard enough, then mix in worrying about your parents and their financial situation, and...
Can I Save Less?
April 28, 2021
- 13:07
The house needs some work and you're wondering how to pay for the improvements. Should you decrease your retirement contributions?Have a...
What To Do With Bonus?
April 27, 2021
- 14:18
You've got 20k in extra cash thanks to a recent bonus and are wondering how to best deploy the funds. Pay off the car loan? Do a...
Financial Planning For Maternity Leave
April 26, 2021
- 12:60
Baby number two is on the way and mom, the higher earner, will be out of work for a while, meaning a short-term hit to the household...
One Annuity to Another?
April 25, 2021
- 06:13
If my annuity was a good investment way back when, why is it no longer a good investment? That's a very good question from somebody with...
Pay Off Mortgage?
April 24, 2021
- 09:01
Ah yes, the very common question of whether or not it makes sense to pay off the mortgage with some saved up cash, or instead invest...
Is It Time To Cash Out?
April 23, 2021
- 12:18
You have a boatload of money, yet the current environment is kinda freaking you out, should you sell everything right now and just bite...
Rags to Riches
April 22, 2021
- 11:11
For all you listeners wondering if all our callers were born with silver spoons, do yourselves a favor and check out the first email in...
I Hit the Crypto Jackpot!
April 21, 2021
- 21:16
The good news is that you hit the crypto jackpot at the ripe young age of 40! The bad news is that your portfolio is now completely out...
Am I Crazy To Give Up a Pension?
April 20, 2021
- 10:35
You guys know I love pensions. Does that mean in all circumstances you'd be crazy to consider giving one up?Have a money question? Email...
Learning To Be Retired
April 19, 2021
- 17:37
Getting to retirement is one thing, learning to be comfortable in retirement is another. It's not always as easy as it seems.Have a...
Bernie Madoff and The Wizard of Lies Part Two
April 18, 2021
- 19:25
With the death of Bernie Madoff earlier this week, Mark and I decided to re-run an interview we did a few years back with Diana...
Bernie Madoff and The Wizard of Lies Part One
April 17, 2021
- 22:33
With the death of Bernie Madoff earlier this week, Mark and I decided to re-run an interview we did a few years back with Diana...
Getting My Financial Life in Order
April 16, 2021
- 22:17
Your new goal is getting your financial life in order, but you're worried you won't be able to do it. Fear not, Aunt Jill is here to...
Fixing an IRA Mess
April 15, 2021
- 12:03
IRAs and Roth IRAs can be very tricky when it comes to all the different rules involved, so it's not uncommon for people to make honest...
On Track for Retirement?
April 14, 2021
- 18:47
25 years at the same job, 25 years of saving, am I finally in a solid position to call it quits at 62 if that's what I choose to do?Have...
Can I Pay Off the Mortgage?
April 13, 2021
- 12:00
Every once in a while you gotta throw a curveball to mix things up, and that's basically what I did with the latest question about...
Dissecting the Infrastructure Plan
April 12, 2021
- 05:20
President Biden released his $1.5 trillion budget proposal, which he hopes will have bipartisan support. But Senate Republicans are...
What To Do With My Savings?
April 11, 2021
- 07:04
With your savings currently parked in a money market account, is there something better you should be doing with your money?Have a money...
Roth or Pre-Tax 401(k)?
April 10, 2021
- 07:18
It's pretty commonplace nowadays for workplace retirement plans to offer a Roth option. Does that mean you should be using it?Have a...
Desperate for a House
April 9, 2021
- 12:43
The housing market is bonkers, so much so that it has people considering all kinds of desperate maneuvers to get in on the action....
Retirement Saving Tips
April 8, 2021
- 07:50
I joined CBS This Morning to discuss how to start or restart saving for retirement, including which type of account might be best. Plus,...
Keep or Ditch Whole Life Policy?
April 7, 2021
- 09:36
Young, not married, no kids, is there any reason why you should be using a whole life policy as in investment vehicle?Have a money...
Pay Off Debt or Save for Retirement?
April 6, 2021
- 15:10
With at least an extra $1,000 each month, should the priority be paying down debt or saving for retirement?Have a money question? Email...
Can I Retire at 55?
April 5, 2021
- 14:03
It's easy to understand why 20 plus years of business travel could leave you burned out and yearning for early retirement. How about...
Helping Mom and Dad
April 4, 2021
- 12:01
99.9% of the time you guys write in asking questions about your own personal finances, but every once in a while we get questions from...
Do We Need an Advisor?
April 3, 2021
- 11:00
When is it time to hire a financial advisor? Well, before pulling the trigger, there's a few questions you need to answer.Have a money...
The Magic of Compound Interest
April 2, 2021
- 16:20
The magic of compound interest is a beautiful thing to watch. Start early, stay consistent, and voila, you end up with a boatload of...
Can I Retire Early?
April 1, 2021
- 08:18
Ah yes, another early retirement question. Sometimes I'm okay with it, most of the time I'm not. Where do I fall this time around?Have a...
A Clean Backdoor Roth Conversion
March 31, 2021
- 11:01
When it comes to doing a backdoor Roth conversion, it really helps to have things cleaned up, and that doesn't always mean you have to...
What's the Financial Priority?
March 30, 2021
- 15:18
When there's a few items in your financial life that need some cleaning up, what should the priority be? Have a money question? Email me...
A Smorgasbord of Roth Questions
March 29, 2021
- 12:25
It wasn't planned, but turns out we have a variety of Roth related questions on this episode. Not surprising as it is by far the most...
Is My Portfolio Too Risky?
March 28, 2021
- 10:17
When you're younger you don't spend too much time thinking about risk, but as you get older, it suddenly becomes more and more...
Am I Over Diversified?
March 27, 2021
- 09:42
We always stress how important it is to have a diversified overall portfolio, but is there such a thing as being over diversified?Have a...
Is It Time To Hire an Advisor?
March 26, 2021
- 13:48
Does there come a certain point in time when you should really consider working with a professional? Or can you keep doing it on your...
Spring Housing Season
March 25, 2021
- 05:24
Spring housing season has begun but many buyers feel frustrated by the lack of available homes and higher prices. I joined CBS This...
Three Options for Extra Cashflow
March 24, 2021
- 13:41
What to do with extra cashflow each month? Three options to choose from, which one makes the most sense? Not so hard when two of the...
What To Do With $100,000
March 23, 2021
- 10:56
You've just had an annuity come due and now you're sitting on $100,000. What should you do with it? The answer gets a lot easier when...
Tax Strategies in Retirement
March 22, 2021
- 14:30
The planning doesn't stop once you're actually retired, in fact, sometimes things can get more complicated, especially when you start...
A World Without Email Part Two
March 21, 2021
- 13:51
This weekend I'm so excited to welcome back Cal Newport to the show, who joins us to talk about his latest book, A World Without Email:...
A World Without Email Part One
March 20, 2021
- 16:31
This weekend I'm so excited to welcome back Cal Newport to the show, who joins us to talk about his latest book, A World Without Email:...
Save for House or Invest?
March 19, 2021
- 13:42
Maybe, just maybe one day you'll want to buy a house, but it's not like the purchase is imminent. Should you be saving any extra cash...
ETF or Index Fund?
March 18, 2021
- 10:15
If you've been using index funds all along, and they've treated you very well, is there any reason to consider making the switch to...
Take on a Mortgage in Retirement?
March 17, 2021
- 17:57
Most people want to head into retirement mortgage free. Is there a case when taking on a mortgage in retirement makes sense?Have a money...
Women and Work
March 16, 2021
- 06:47
Many moms have been forced out of their jobs during the pandemic due to health or childcare issues. I joined CBS This Morning to explain...
Producer Mark Makes a Rare Appearance
March 15, 2021
- 12:52
All it takes is the one year anniversary of a global pandemic to get producer Mark on the air. Enjoy!Have a money question? Email me...
The Data Detective with Tim Harford Part Two
March 14, 2021
- 17:43
Today we think statistics are the enemy, numbers used to mislead and confuse us. Our guest this weekend, Tim Harford, says that's a...
The Data Detective with Tim Harford Part One
March 13, 2021
- 17:09
Today we think statistics are the enemy, numbers used to mislead and confuse us. Our guest this weekend, Tim Harford, says that's a...
New Stimulus Bill Details
March 12, 2021
- 07:29
$1,400 checks, tax credits, and suspended evictions. I joined CBS This Morning to explains some of the key benefits in the latest...
Which Assets in Which Accounts?
March 11, 2021
- 13:25
Is there a rhyme or reason as to which assets you should be holding in your various accounts? For instance, should bonds be held in a...
What to Do With Excess Cash?
March 10, 2021
- 10:43
Having a few thousand dollars each month to save is a nice problem to have. What should you do with it? Save in a 529 plan? Hire an...
Saving for Financial Independence
March 9, 2021
- 13:09
Saving 50 percent of your salary (while you can) in hopes of buying yourself some flexibility as you approach retirement sounds like my...
Buy or Keep Renting?
March 8, 2021
- 14:58
Ahh yes, one of my favorite topics ever! Does it make sense to keep renting or should I be looking to finally take the plunge and jump...
Asset Allocation
March 7, 2021
- 11:24
It's funny how your attitude toward asset allocation can change as you get older and the money starts to accumulate. In some cases, it...
Tax Season and the Recovery Rebate Credit
March 6, 2021
- 19:53
As tax season continues, this weekend we're bringing you one more episode sponsored by H&R Block.Stimulus payments have been a critical...
Dollar Cost Avg or Lump Sum?
March 5, 2021
- 13:47
When you have a chunk of money you want to invest, is it better to do it all at once or a little bit at a time, aka dollar cost...
Too Much Cash in Savings?
March 4, 2021
- 10:14
Is there such a thing as keeping too much cash in savings? I guess it depends on what your long and short-term goals are and if you...
Planning for Retirement With 500k in Student Loans
March 3, 2021
- 18:03
Nothing like planning for retirement as a young couple with half a million dollars in outstanding student loan debt. You know what's...
Health Insurance Options
March 2, 2021
- 12:24
With many industries decimated by the pandemic, scores of people have been left scrambling to find health insurance coverage.Have a...
Pre-Tax or Roth in Retirement Plan?
March 1, 2021
- 11:26
When your workplace retirement plan offers both a pre-tax and a Roth option, which one should you be using? Sometimes it's a...
Next-Generation Financial Services Part Two
February 28, 2021
- 14:08
This weekend we’re joined by Brent Weiss, co-founder and Head of Planning at Facet Wealth.Facet Wealth is a financial service firm that...
Next-Generation Financial Services Part One
February 27, 2021
- 16:27
This weekend we’re joined by Brent Weiss, co-founder and Head of Planning at Facet Wealth.Facet Wealth is a financial service firm that...
Is One Percent a Reasonable Fee?
February 26, 2021
- 12:18
Is paying an advisor a one percent fee worth it? Unfortunately this isn't a yes or no answer. A variety of factors must first be...
Real Estate Dilemma
February 25, 2021
- 11:20
I'm all for snatching up a good real estate deal if presented with the opportunity, but not if it means twisting and turning like a...
Details of Third Stimulus Package
February 24, 2021
- 07:53
$1,400 checks, tax credits and suspended evictions, I joined CBS This Morning to explain some of the key proposed benefits in the latest...
On Path to Financial Independence?
February 23, 2021
- 15:38
Although I may not be crazy about early retirement, I'm all about doing whatever you can to reach financial independence and the...
Too Much Company Stock?
February 22, 2021
- 10:29
When it comes to owning company stock, it's important to consider it as one aspect of your overall portfolio, which means there should...
Bitcoin Boot Camp Part Two
February 21, 2021
- 11:44
It seems every few years or so we're due for a bit of bitcoin bootcamp!So this weekend we're joined once again by Dan Roberts, senior...
Bitcoin Boot Camp Part One
February 20, 2021
- 13:48
It seems every few years or so we're due for a bit of bitcoin bootcamp!So this weekend we're joined once again by Dan Roberts, senior...
Inflation Hedge
February 19, 2021
- 12:09
A lot of people seem to believe there's some serious inflation on the horizon. If that's true, should you be making any adjustments to...
Market Timing Doesn't Work
February 18, 2021
- 11:38
Here we go, the latest example of why market timing does not work. If I've said it once, I've said it a thousand times, stick to your...
Roth Conversion Strategy
February 17, 2021
- 13:19
I know it seems like a no brainer to have all your assets in Roth money by the time you retire, but there are some factors you have to...
Pay Down Mortgage or Invest?
February 16, 2021
- 11:35
The very common question of should I use a chunk of money to pay down the mortgage or would I be better off investing in the S&P...
Prepping for First Investment Property
February 15, 2021
- 11:10
26 years old, about $300,000 saved, and prepping to close on your first investment property. Not too shabby, right?Have a money...
How to Organize Our Savings
February 14, 2021
- 08:14
Adding kids to the mix can certainly shake things up a bit and cause you to re-evaluate your priorities when it comes to saving money,...
Side Hustle School with Chris Guillebeau
February 13, 2021
- 19:26
No time like the present to start thinking about that side hustle you've always dreamed about. If a global pandemic doesn't get you...
Better Option Than Bonds?
February 12, 2021
- 14:15
It's funny, last spring I didn't hear anybody complaining about the bond portion of their portfolios. Yet now we're starting to hear...
Is Tesla a Good Investment?
February 11, 2021
- 14:14
It seems any time there's a crazy story like GameStop or Bitcoin is surging to new record highs, people start looking for ways to make a...
What's the Financial Priority?
February 10, 2021
- 11:48
Young couple, check. Toddler, check. Living in an insanely expensive city, check. New mortgage, check. Adequate emergency reserve, doh!...
Should I Roll Over Old 401(k)?
February 9, 2021
- 12:27
It seems like just about everybody has an old workplace retirement plan floating around out there. What should you do with it? Roll it...
Did We Make a Financial Blunder?
February 8, 2021
- 17:08
Whether you make tons of money, or not a ton, everybody is capable of having some financial missteps along the way, and Aunt Jill is...
Slice: The Easiest Way to Order Your Favorite Local Pizza
February 7, 2021
- 21:09
It's Super Bowl Sunday, and if your plan is to order a few pizza pies for the game, finish listening to this podcast first, as we're...
Tax Season Tips with Ed Slott
February 6, 2021
- 15:19
After a tumultuous 2020, the IRS will open tax filing season on Friday, February 12th, a few weeks later than years in the past. The...
Invest in Bitcoin?
February 5, 2021
- 11:30
If you asked me a while back about investing in bitcoin, I probably would've said no way! But now, a few years later, my thought process...
Wasted Stimulus Payments
February 4, 2021
- 13:14
I'm all for helping people out with the stimulus checks, but I also think the distribution needs to be more targeted, and I know some of...
Navigating Retirement While Undocumented
February 3, 2021
- 11:02
Saving for retirement is not always as straightforward as it seems, especially when dealing with individuals who aren't yet...
How's My Retirement Plan Looking?
February 2, 2021
- 12:01
Here we go, another question about how the retirement plan is looking. And yes, this caller has a nice amount of money saved, so I don't...
Should We Convert to Roth?
February 1, 2021
- 12:14
I'm almost always on board with a Roth conversion, but if it's going to push you into a much higher tax bracket, and eat up your...
GameStop: The Internet vs. Wall Street Part Two
January 31, 2021
- 14:14
When the worlds of finance and tech collide, my man, Jeff Bakalar, is my go to source! (And I'm his go to source, which is why he had me...
GameStop: The Internet vs. Wall Street Part One
January 30, 2021
- 16:40
When the worlds of finance and tech collide, my man, Jeff Bakalar, is my go to source! (And I'm his go to source, which is why he had me...
Should I Ditch My Advisor?
January 29, 2021
- 12:45
Do I need to pay my current advisor, or is this something I can do on my own? This is definitely becoming one of the more popular...
Bonus: GameStop Stock Surge Explained
January 28, 2021
- 12:55
How is GameStop's skyrocketing stock and a subreddit connected? Here’s my appearance on KMOX radio in St. Louis about how the internet...
Keep or Sell Rental Property?
January 28, 2021
- 13:15
You're looking to buy a house and wondering if you should keep your current rental property, which is cashflow positive, or sell it and...
How Much for House Down Payment
January 27, 2021
- 09:26
I'm all about putting 20 percent down when getting ready to buy a house, but what about putting way more down? Good idea? Bad idea?...
Will I Outlive My Money?
January 26, 2021
- 13:50
One of the biggest concerns about retirement is whether or not you're going to outlive your money. Things only get more complicated when...
Is My Advisor Charging Too Much?
January 25, 2021
- 19:15
It's getting harder and harder to justify paying an advisor a hefty fee, especially if all they're doing is asset management.Have a...
Can I Afford to Retire Early?
January 24, 2021
- 11:09
You guys know I'm not crazy about early retirement, but when it's a matter of life and death, I may be a bit more forgiving :)Have a...
Your Taxes and COVID-19 with Ed Slott
January 23, 2021
- 18:09
This weekend we're bringing you the first of three tax-related episodes that will run between now and late February.Each episode will be...
Hidden Costs of Investing
January 22, 2021
- 20:20
So you have an S&P 500 fund in your workplace retirement plan and you're wondering why the returns don't seem to be doing as well as...
Pay for College With Retirement Savings?
January 21, 2021
- 10:16
Paying for college is no joke. There are right ways and wrong ways of going about it, and raiding your retirement savings is not one of...
Can I Afford a Career Change?
January 20, 2021
- 16:12
Here's the deal, I'm all for making a career change, and maybe even doing a little traveling in between gigs, but you've got to make...
Roth or Traditional Debate, Who's Right?
January 19, 2021
- 09:30
Nothing like a friendly debate between sisters over whether it's better to save for retirement using pre-tax or Roth contributions....
On Track for Retirement?
January 18, 2021
- 11:48
Am I doing everything possible to be on track for retirement? Easily one of the most common questions we get, but answering them never...
How to Take RMDs
January 17, 2021
- 13:31
Unless you're one of the lucky ones and have all your money in a Roth IRA and/or brokerage accounts, you'll eventually be forced to take...
Should I Adjust Retirement Contributions?
January 16, 2021
- 12:47
The start of a new year is the perfect time to take a look at your retirement plan and see if there's any adjustments you should be...
Debt Free, Now What?
January 15, 2021
- 12:40
Paying down debt is a beautiful thing, especially when it means you've now got a bunch of extra money and are wondering what to do with...
Pay Down Mortgage or Invest
January 14, 2021
- 11:36
You guys know my love of liquidity, but that doesn't mean I don't enjoy a good question about paying down the mortgage or instead using...
Recession-Proof Portfolio
January 13, 2021
- 13:40
Is there such a thing as trying to recession-proof your portfolio by pulling off a bit of market timing? Is this an ingenious idea, or a...
Long-Term Care Insurance
January 12, 2021
- 16:54
Long-term care insurance is a tricky topic, and figuring out whether or not you need to purchase it can be even trickier, which often...
Financial Help for Recent Widow
January 11, 2021
- 22:33
Dealing with a loss is hard enough, then mix in trying to navigate the finances, and things can quickly become too much to handle.Have a...
I Am, I Can, I Will, I Do with Christine D’Ercole Part Two
January 10, 2021
- 13:40
It's a new year which usually means a lot of resolutions as people try to shake things up in their lives, whether it's a diet or a new...
I Am, I Can, I Will, I Do with Christine D’Ercole Part One
January 9, 2021
- 14:52
It's a new year which usually means a lot of resolutions as people try to shake things up in their lives, whether it's a diet or a new...
Did I Make an Annuity Mistake?
January 8, 2021
- 10:22
Here's a tip guys, if a "friend" of yours is trying to sell you on an annuity product, please reach out to us before pulling the...
Roth or Traditional?
January 7, 2021
- 10:38
New year, same popular questions, such as whether it makes sense to use the Roth option or the traditional pre-tax option. You know me,...
What to Do With Excess Cashflow
January 6, 2021
- 04:25
Having extra cash flow each month and wondering what to do with it, well, that's what I like to call a good problem to have.Have a money...
What to Do With Old 401(k)?
January 5, 2021
- 05:00
When you bounce around from job to job, chances are you've got some old retirement plans floating around out there. Should you...
Pay Cash or Take Out a Mortgage?
January 4, 2021
- 06:23
Similar to the idea of paying off your mortgage early, is the idea of paying cash for a house when you can take out a dirt cheap...
How to Avoid Taxes in Retirement
January 3, 2021
- 06:52
If the vast majority of your retirement money is in pre-tax accounts, just remember that the real amount is less than what you might...
Did I Retire Too Early?
January 2, 2021
- 09:17
Early retirement can be very dangerous, but not always. Sometimes people do it and it turns out they're in totally fine shape.Have a...
Is Our Advisor Charging Too Much?
January 1, 2021
- 07:33
When it comes to investing these days, there's really no reason at all why it should be costing you a lot of money, unless of course...
Should We Pay Down the Mortgage?
December 31, 2020
- 07:31
For whatever reason, and I guess it's a mental thing, it seems the vast majority of people are obsessed about paying off their...
Are We in Good Shape for Retirement?
December 30, 2020
- 09:49
You're 56 and thinking about transitioning to part-time work and retiring altogether in about five years. Are you in good enough shape...
Do I Need an Annuity?
December 29, 2020
- 05:03
Should I consider adding an annuity as part of my overall portfolio? Easily one of the most common questions we receive every year!Have...
Student Loan Strategy
December 28, 2020
- 07:01
Ah, student loans, one of the most popular questions we receive each year, so what would 2020 be without one more chat with a college...
The China Hustle Part Two
December 27, 2020
- 18:21
Next up on the list of films to stream this holiday weekend is The China Hustle.The documentary begins amid the depths of the 2008...
The China Hustle Part One
December 26, 2020
- 18:01
Next up on the list of films to stream this holiday weekend is The China Hustle.The documentary begins amid the depths of the 2008...
Chasing the FIRE Movement
December 25, 2020
- 17:35
If you're looking for something to stream over the next week or so, we're going back into the archives this weekend.First up is the FIRE...
Burnt Out Doctor
December 24, 2020
- 12:43
I'm not sure anybody has had a tougher year than the health care workers, and I can only imagine feeling the need to take a break and...
Are We in Good Financial Shape?
December 23, 2020
- 09:45
Nothing like the birth of your first child to make you wonder if you're on the right financial path! Not having your estate planning in...
15 or 30 Year Mortgage?
December 22, 2020
- 08:48
You're in the early stages of planning your dream home and one of the many decisions you'll need to make is whether to take out a 15 or...
Recent Widow, Now What?
December 21, 2020
- 17:34
As if this year hasn't been hard enough, imagine also losing your spouse of 41 years. When something like that happens, sometimes the...
Post Corona with Scott Galloway Part Two
December 20, 2020
- 16:21
The COVID-19 outbreak has turned bedrooms into offices, pitted young against old, and widened the gaps between rich and poor, red and...
Post Corona with Scott Galloway Part One
December 19, 2020
- 18:16
The COVID-19 outbreak has turned bedrooms into offices, pitted young against old, and widened the gaps between rich and poor, red and...
Laid Off, Can I Retire?
December 18, 2020
- 13:20
So many people have been laid off this year due to the pandemic, and it's not always easy getting back in the game, leaving many to...
From Saving to Spending
December 17, 2020
- 13:19
For a good chunk of your life you're told to save, save, save for retirement. And then retirement finally comes, and it's time to start...
On the Path To FIRE?
December 16, 2020
- 08:56
If you're a regular listener, you know that I'm not a huge fane of the FIRE movement. That said, I'm a big believer in the "FI" part of...
Do I Need This Insurance Product?
December 15, 2020
- 11:57
Every few weeks we get an email that absolutely makes me insane. This is one of those weeks. And thankfully the emailer agreed to come...
Should I Use a Non-Qualified Plan?
December 14, 2020
- 10:28
Sometimes employers will offer what's called a non-qualified deferred compensation retirement plan, whether or not it makes sense to use...
Year-End Money Moves Part Two
December 13, 2020
- 12:12
What would a wacky financial year be without some year-end money moves?!Due to COVID-19, 2020 saw a lot of changes that will only apply...
Year-End Money Moves Part One
December 12, 2020
- 14:43
What would a wacky financial year be without some year-end money moves?!Due to COVID-19, 2020 saw a lot of changes that will only apply...
Prepping for Early Retirement
December 11, 2020
- 08:59
A lot of people seem to have early retirement on their wish list, and as I always say, you've got to run the numbers and make sure you...
Taking on Too Much Risk
December 10, 2020
- 09:17
People love riding high when the market is soaring, like it was the last several years, but when things suddenly go into a free fall,...
How To Get on Track for Retirement
December 9, 2020
- 15:47
As I said yesterday, I'm all for people wanting to make sure they're on track for retirement, but sometimes in life there are far more...
Are We on Track for Retirement?
December 8, 2020
- 13:06
I love that so many people are thinking about retirement and wondering if they're on the right track to accomplish their goals,...
Can I Convert My 401(k)?
December 7, 2020
- 09:20
Converting to a Roth is all the craze these days, so much so that some are looking to convert their pre-tax 401(k)s into a Roth while...
How to Decide with Annie Duke Part Two
December 6, 2020
- 12:53
What do you do when you're faced with a big decision? If you're like most people, you probably make a pro and con list, spend a lot of...
How to Decide with Annie Duke Part One
December 5, 2020
- 19:22
What do you do when you're faced with a big decision? If you're like most people, you probably make a pro and con list, spend a lot of...
Year-End Roth Conversion
December 4, 2020
- 15:53
Year-end financial planning is always the perfect time to consider whether or not it makes sense to convert a traditional IRA to a Roth...
Do We Really Need an Advisor?
December 3, 2020
- 11:37
Is an advisor fee of one percent really worth it if all you're getting is money management? Are there less expensive alternatives?Have a...
Charitable Giving
December 2, 2020
- 04:02
Americans donated nearly $450 billion to charity last year. I joined CBS This Morning to explain the best ways to give and the new...
Behind on Retirement Savings
December 1, 2020
- 10:56
You're in your late 30s and admittedly way behind on retirement savings, yet for some reason you're hellbent on paying off the mortgage...
Pay Down Mortgage or Invest?
November 30, 2020
- 12:35
Whether or not it makes sense to pay down the mortgage is a common topic on this show, but with mortgage rates so low, it's hard to make...
Succession Star Brian Cox Part Two
November 29, 2020
- 08:43
What better time to binge watch a new show, or revisit a favorite, than Thanksgiving weekend?Earlier this year (pre-pandemic) I had a...
Succession Star Brian Cox Part One
November 28, 2020
- 09:19
What better time to binge watch a new show, or revisit a favorite, than Thanksgiving weekend?Earlier this year (pre-pandemic) I had a...
The Gift of Humanity Part Two
November 27, 2020
- 07:49
Since this episode is dropping on Thanksgiving we thought we’d do something a bit different.Instead of focusing on bettering ourselves...
The Gift of Humanity Part One
November 26, 2020
- 12:03
Since this episode is dropping on Thanksgiving we thought we’d do something a bit different.Instead of focusing on bettering ourselves...
Time for a Younger Advisor?
November 25, 2020
- 12:51
You've been with your advisor for many, many years, and you think he's great, yet you're a bit concerned about what the future holds...
Help With Inheritance
November 24, 2020
- 10:52
Your father recently passed away and you suddenly find yourself in charge of a construction company. That's the scenario facing our...
Inherited IRA Options
November 23, 2020
- 09:44
Inherited IRAs usually come with a handful of options that need to be carefully considered before making a decision, so make sure you...
State of Affairs with Bill Bratton Part Two
November 22, 2020
- 09:43
2020 has been a wacky year, especially when it comes to civil unrest.So we're veering off course a little bit this weekend and chatting...
State of Affairs with Bill Bratton Part One
November 21, 2020
- 11:55
2020 has been a wacky year, especially when it comes to civil unrest.So we're veering off course a little bit this weekend and chatting...
Being Taken for a Ride?
November 20, 2020
- 10:11
How do you know if you're being taken for a ride by your advisor? When it's clear you have no need for whole life insurance, yet it's...
How to Allocate Inheritance?
November 19, 2020
- 12:36
You've got an inheritance coming your way and you've got some outstanding financial issues that need to be addressed, so what should the...
Year-End Money Moves
November 18, 2020
- 04:59
The pandemic likely impacted your 2020 taxes, but what's really deductible? I joined CBS This Morning to explain.Have a money question?...
Are We on Track?
November 17, 2020
- 10:18
Sometimes we get emails that simply leave me floored for all the right reasons! One such email would be from a couple in their 30s who...
Which Annuity To Use?
November 16, 2020
- 13:54
You guys know by now that I'm not a big fan of annuities, but if you're going to use one, your retirement plan with TIAA is certainly a...
The Student Loan Burden Part Two
November 15, 2020
- 14:03
Last week in the NYT there was an article titled, For Millions Deep in Student Loan Debt, Bankruptcy Is No Easy Fix, which basically...
The Student Loan Burden Part One
November 14, 2020
- 15:18
Last week in the NYT there was an article titled, For Millions Deep in Student Loan Debt, Bankruptcy Is No Easy Fix, which basically...
Pay Down Debt or Invest?
November 13, 2020
- 10:45
You just inherited some money, a pretty good chunk, and now you're wondering if you should use it to pay down debt or if you should...
Rental Property Worth It?
November 12, 2020
- 13:48
Investing in rental property can sometimes make sense, but I also think it needs to be a pretty straightforward and seamless...
Stock Markets Surge
November 11, 2020
- 05:59
Stock markets got a shot in the arm after promising news of a vaccine and election results were announced. I joined CBS This Morning to...
Prepping for Retirement
November 10, 2020
- 12:24
Laid off, rehired, in your 60s and prepping for retirement, sounds like a lot to navigate, not to mention we're still trying to navigate...
On the Path To FIRE?
November 9, 2020
- 11:31
Last year and early this year we used to get a ton of questions about the FIRE movement, Financial Independence, Retire Early. Then the...
The State of Retirement
November 8, 2020
- 14:25
Yesterday it was Charles Schwab, today it's his daughter Carrie Schwab-Pomerantz, who joined us to discuss a recent retirement survey...
1-on-1 with Charles Schwab
November 7, 2020
- 24:31
We decided to re-run an interview we did a while back with Charles Schwab, yes, that Charles Schwab, the founder of The Charles Schwab...
Should We Take Out a Mortgage?
November 6, 2020
- 10:50
Many, many people want to have the mortgage paid off as they head into retirement, but is having a mortgage in your golden years the...
Which Investment Company To Use?
November 5, 2020
- 08:24
When it comes to investing, there are plenty of solid companies to consider using. Some of the names are very well known, such as...
Too Good To Be True?
November 4, 2020
- 14:51
In the world of financial services, when something seems too good to be true, chances are it is, and a big red warning flag should go...
Should I Find a New Advisor?
November 3, 2020
- 09:07
Paying your advisor a fee that's a percentage based on the account value is commonplace, but what happens when you feel like you're not...
COVID-19 Financial Lessons
November 2, 2020
- 05:17
I joined CBS This Morning to discuss the financial lessons from the coronavirus pandemic and how Americans can regain financial...
Money Talk with Sharon Epperson Part Two
November 1, 2020
- 13:02
This weekend on the podcast it's two personal finance chicks talking shop, as I'm joined by Sharon Epperson, Senior Personal Finance...
Money Talk with Sharon Epperson Part One
October 31, 2020
- 13:34
This weekend on the podcast it's two personal finance chicks talking shop, as I'm joined by Sharon Epperson, Senior Personal Finance...
401(k) Options Aren't Great
October 30, 2020
- 11:04
I'm all for using a 401(k) to save for retirement, but if the plan has terrible investment options and high fees, and there's no company...
Am I Saving Too Much?
October 29, 2020
- 12:03
I'm all for trying to save boatloads of money for retirement, but I also don't want you going through life living like a pauper.Have a...
Trying to Help Mom and Dad
October 28, 2020
- 10:59
Taking care of your own financial life is hard enough, but what happens when mom and dad are in desperate need of some financial...
Is Our Advisor Worth the Fee?
October 27, 2020
- 10:17
When you're getting charged a pretty hefty fee, and you're not terribly please with the service, it's only natural to wonder if there...
When to Buy Rental Property
October 26, 2020
- 15:05
With the real estate market booming in many parts of the country, plenty of people are jumping into the rental property game. But make...
Undaunted with Kara Goldin Part Two
October 25, 2020
- 14:33
Don’t let anyone crush your dreams! Whatever you want to achieve, no matter how hard it might seem, you owe it to yourself to read this...
Undaunted with Kara Goldin Part One
October 24, 2020
- 19:55
Don’t let anyone crush your dreams! Whatever you want to achieve, no matter how hard it might seem, you owe it to yourself to read this...
Time for an Advisor?
October 23, 2020
- 10:50
Deciding whether or not you need a financial advisor can be a tricky thing, especially when you've done an amazing job on your own of...
Pay Off Debt or Invest?
October 22, 2020
- 07:22
So you've got some consumer debt and yet you're investing some extra cash on the side, causing your wife to think you're nuts. Is she...
Convert Traditional IRA to Roth?
October 21, 2020
- 07:28
Should you convert your traditional IRA to a Roth IRA? Sometimes it makes a ton of sense, especially if you're looking to do backdoor...
Why Would I Need an Annuity?
October 20, 2020
- 08:41
You're 57 years old and in pretty darn good financial shape, so why on earth would you need to add an annuity into the mix?Have a money...
I Want to Get Rich
October 19, 2020
- 11:18
I'm 18 years old and I want to get rich! Who doesn't, right? But before you start thinking about getting rich, let's make sure you have...
The Election and Your Money Part Two
October 18, 2020
- 17:05
In October 2016, I warned that in advance of the presidential election, “you should not make changes to your portfolio in an effort to...
The Election and Your Money Part One
October 17, 2020
- 18:42
In October 2016, I warned that in advance of the presidential election, “you should not make changes to your portfolio in an effort to...
Donor-Advised Fund
October 16, 2020
- 11:51
What is a donor-advised fund and should I consider using one when it comes to making my charitable contributions? I say that's a big fat...
Drowning in Cash
October 15, 2020
- 10:42
Drowning in cash sounds like a good problem to have, especially when you really have no use or need for the money. Is there a better...
Do I Need Long-Term Care Insurance?
October 14, 2020
- 08:41
Do you need long-term care insurance? There's no one-size-fits-all answer, as each case depends on your unique situation.Have a money...
Attacking Student Loans
October 13, 2020
- 10:02
Graduating with student loan debt is never really ideal, but two things can help. One, it's not a terrible amount, and two, you have a...
Financial Literacy
October 12, 2020
- 10:07
What better gift to give than that of financial literacy? I can't think of a better feeling than to set somebody off, especially...
Inspiration Loves Company Part Two
October 11, 2020
- 13:17
This weekend on the podcast we're joined by consultant and best-selling author, Debbie Epstein Henry, who joins the show to talk about...
Inspiration Loves Company Part One
October 10, 2020
- 11:55
This weekend on the podcast we're joined by consultant and best-selling author, Debbie Epstein Henry, who joins the show to talk about...
One Advisor or Two?
October 9, 2020
- 13:54
You guys know I'm a big fan of consolidation when it comes to your various retirement accounts, but what about when it comes to your...
Divorced and Starting Over
October 8, 2020
- 09:13
Life is hard enough, and it only gets harder when you find yourself divorced and having to start over, especially when you're not sure...
Which Account to Tap First
October 7, 2020
- 07:56
The bad news is that you've been laid off. The good news is that you've done an amazing job of saving for retirement. So now the...
The Election and Capital Gains
October 6, 2020
- 12:04
With Election Day right around the corner, there could be some changes coming that impact how your investments are handled. Should you...
Roth Conversion with Existing IRA
October 5, 2020
- 09:36
You guys know I'm a total fan of doing Roth conversions. However, if you have an existing IRA that is already funded, the process could...
State of Technology Part Two
October 4, 2020
- 10:52
When it comes to money and personal finance, I like to think I know a thing or two. But when it comes to technology and gadgets, I turn...
State of Technology Part One
October 3, 2020
- 17:51
When it comes to money and personal finance, I like to think I know a thing or two. But when it comes to technology and gadgets, I turn...
Are We on Track?
October 2, 2020
- 12:33
Are we on track to retire in three years? A very common question, and one that's hard to answer definitively, but having a couple...
Low Cost Investing
October 1, 2020
- 11:39
It seems like there's a zillion different options for those looking to get in on the investing game, and regardless of which path you...
Rock Bottom Fees
September 30, 2020
- 12:55
When major firms like Vanguard, Schwab, Fidelity, etc, are basically charging zero fees, how on earth are they making money?Have a money...
Financial Planner or Fiduciary?
September 29, 2020
- 08:25
The financial services industry can be very hard to understand, especially when it's full of jargon, so if you ever need help making...
Buy or Keep Renting?
September 28, 2020
- 08:40
How near-historic low mortgage rates, fewer homes for sale and bidding wars are driving the housing market during the pandemic. If...
Ben and Jerry's Part Two
September 27, 2020
- 09:44
Ben Cohen and Jerry Greenfield, the founders of Ben & Jerry's Ice Cream join the show this weekend to talk about the role businesses...
Ben and Jerry's Part One
September 26, 2020
- 12:54
Ben Cohen and Jerry Greenfield, the founders of Ben & Jerry's Ice Cream join the show this weekend to talk about the role businesses...
Real Estate Mailbag
September 25, 2020
- 12:27
In sticking with the theme from yesterday, today we're answering nothing but real estate related questions. There's so many we could...
Pandemic Housing Market
September 24, 2020
- 05:38
How near-historic low mortgage rates, fewer homes for sale and bidding wars are driving the housing market during the pandemic. I joined...
Hide Assets in Annuity?
September 23, 2020
- 10:31
Okay, this may go down as the worst advice given in 2020! An emailer was told by his "advisor" that they should be "hiding" their assets...
Are We Saving Too Much?
September 22, 2020
- 08:34
You guys know I'm all about saving for retirement, but not to the point where you're driving yourself crazy in the process. You've got...
How to Establish Credit
September 21, 2020
- 13:25
Helping your grandkids establish a credit history is one of the best gifts you could give. But however you decide to do it, make sure...
Masterworks Part Two
September 20, 2020
- 11:08
For too long, access to blue-chip art investments have been limited to the ultra rich who purchase masterpieces, often historical...
Masterworks Part One
September 19, 2020
- 12:55
For too long, access to blue-chip art investments have been limited to the ultra rich who purchase masterpieces, often historical...
Should We Buy IUL Policy?
September 18, 2020
- 10:18
One of the things that really gets my blood boiling is when so called financial advisors are pitching products that are in no way...
Too Scared to Act
September 17, 2020
- 12:49
When the you know what was hitting the fan back in March, a lot of people were frozen with fear. Six months later, and even though...
Extra Cash Flow
September 16, 2020
- 08:23
Having some extra cash flow is a good thing, and assuming you've got all your other bases covered, it means you've got some extra money...
Is a Refi the Right Move?
September 15, 2020
- 10:13
Is a refinance the right move given my current situation? Easily one of the top three most common questions we've been getting in 2020....
What to Do With Inheritance?
September 14, 2020
- 12:17
Inheriting 70k and having no idea what to do with it is what I like to consider a good problem to have. And I'm always happy to help you...
Digital Minimalism Part Two
September 13, 2020
- 12:20
If there’s ever a time to disconnect and take a breath, this is it. With all the non-stop zoom videos and conference calls, it’s very...
Digital Minimalism Part One
September 12, 2020
- 17:16
If there’s ever a time to disconnect and take a breath, this is it. With all the non-stop zoom videos and conference calls, it’s very...
Planning After a Loss
September 11, 2020
- 16:42
When you're trying to plan after the sudden loss of a spouse or partner, sometimes the best action is no action, at least until you're...
Claiming Social Security
September 10, 2020
- 12:38
When to claim Social Security is such a common question, and unfortunately there's no one size fits all answer. It can fluctuate...
When to Pay Capital Gains?
September 9, 2020
- 12:38
Good news, bad news. The good news is that your investments have done very well! The bad news (kind of) is that you're now facing a boat...
Income Inequality
September 8, 2020
- 09:15
Two-thirds of the nation's wealth is owned by the richest five percent of Americans, while at the same time more than 38 million...
Coronavirus: TIAA CEO Part Three
September 7, 2020
- 08:18
This Labor Day weekend we have a three part interview with Roger Ferguson, President and Chief Executive Officer of TIAA, the leading...
Coronavirus: TIAA CEO Part Two
September 6, 2020
- 11:41
This Labor Day weekend we have a three part interview with Roger Ferguson, President and Chief Executive Officer of TIAA, the leading...
Coronavirus: TIAA CEO Part One
September 5, 2020
- 13:08
This Labor Day weekend we have a three part interview with Roger Ferguson, President and Chief Executive Officer of TIAA, the leading...
Coronavirus: Do a Cash-Out Refinance?
September 4, 2020
- 11:27
There are a variety of factors to consider when doing a refinance, one of which is whether or not you should do a cash-out refi.Have a...
Coronavirus: Keep or Ditch Insurance Policy?
September 3, 2020
- 13:06
Whether or not it makes sense to keep or ditch your existing insurance policy is always a tricky question, one that requires some...
Coronavirus: Bad Advisor Experience
September 2, 2020
- 11:37
Is a bad experience with your advisor a good enough reason to ditch him or her and look at other options? Or should you give this person...
Coronavirus: Couple with Age Difference
September 1, 2020
- 11:58
Is there anything different we should be doing regarding our investments since there's a pretty big age difference between us? Not a...
Coronavirus: Use Two Companies or One?
August 31, 2020
- 10:35
When it comes to your overall investment strategy, are there any pros or cons to using more than one investment company? Does less equal...
Coronavirus: Boxed CEO Part Two
August 30, 2020
- 14:17
Today is part two of an interview with Chieh Huang, the CEO of Boxed, an online and mobile membership-free wholesale retailer that...
Coronavirus: Boxed CEO Part One
August 29, 2020
- 13:25
Today we're bringing back an interview with Chieh Huang, the CEO of Boxed, an online and mobile membership-free wholesale retailer that...
Coronavirus: Should We Reallocate?
August 28, 2020
- 12:00
Nothing like a completely wacky year on Wall Street to get you wondering if you should reallocate to a more conservative portfolio,...
Coronavirus: On the Refinancing Fence
August 27, 2020
- 08:14
Deciding whether or not it makes sense to refinance is not always a piece of cake. There are a variety of factors that need to be...
Coronavirus: Roth or Traditional?
August 26, 2020
- 07:11
If you're maxing out your workplace retirement plan, and it has a Roth and pre-tax option, is there any rhyme or reason as to how you...
Coronavirus: Should We Refinance?
August 25, 2020
- 13:53
Does it make sense to refinance or should we stay the course with our current mortgage? That is perhaps the question of the year so far...
Coronavirus: Save or Pay Down Debt
August 24, 2020
- 11:15
Many people often struggle with the decision of paying down debt versus saving, and things may be even trickier if you're approaching...
Coronavirus: Range Part Two
August 23, 2020
- 14:21
Now more than ever, it seems the more you know, the better off you’ll be, especially in your career.Plenty of experts argue that anyone...
Coronavirus: Range Part One
August 22, 2020
- 13:18
Now more than ever, it seems the more you know, the better off you’ll be, especially in your career.Plenty of experts argue that anyone...
Coronavirus: How to Replenish Emergency Fund
August 21, 2020
- 07:49
My guess is that unfortunately a lot of people have had to dip into the emergency reserve fund in 2020, and once that happens, it needs...
Coronavirus: Pay Off Debt or Save?
August 20, 2020
- 09:03
If you have some extra cash flow available each month, does it make sense to beef up the emergency reserve or instead pay down some...
Coronavirus: Invest Monthly or Quarterly?
August 19, 2020
- 08:01
When you're trying to implement a game plan for investing on a regular basis, does it matter if you're doing it monthly or...
Coronavirus: Invest Now or Wait?
August 18, 2020
- 08:17
The totally wacky year on Wall Street has you spooked, and now you're wondering if you should invest now or wait and see how things...
Coronavirus: Investing Surplus Cash
August 17, 2020
- 12:12
Wondering how to invest some extra cash is what I like to call a good problem to have, especially considering what the first half of...
Coronavirus: Policygenius Part Two
August 16, 2020
- 08:45
Policygenius, the nation’s leading online insurance marketplace, recently announced the launch of a mobile app that enables consumers to...
Coronavirus: Policygenius Part One
August 15, 2020
- 10:33
Policygenius, the nation’s leading online insurance marketplace, recently announced the launch of a mobile app that enables consumers to...
Coronavirus: Financial Foundation
August 14, 2020
- 08:59
When trying to set your financial foundation in place, there are a series of initial steps that should be taken before doing anything...
Coronavirus: How to Invest Lump Sum
August 13, 2020
- 07:20
When you have a large chunk of money that you need to invest, should you move the money all at once, or do a little at a time?Have a...
Coronavirus: How to Invest in Bonds
August 12, 2020
- 08:52
So you've finally realized that you need to start mixing some bonds into your portfolio, now the question is how to do it?Have a money...
Coronavirus: Annuity for Retirement?
August 11, 2020
- 09:40
Should you add a fixed annuity as part of your overall retirement portfolio? If you're considering it, you better take a look at the low...
Coronavirus: Higher Ed During COVID
August 10, 2020
- 08:55
The coronavirus is leaving its mark on colleges and universities, perhaps permanently. With schools working hard to keep COVID-19...
Coronavirus: Rezdora Part Two
August 9, 2020
- 09:11
Small businesses have been decimated by the pandemic, and perhaps no industry has been impacted more than the hospitality industry,...
Coronavirus: Rezdora Part One
August 8, 2020
- 14:01
Small businesses have been decimated by the pandemic, and perhaps no industry has been impacted more than the hospitality industry,...
Coronavirus: Health Insurance Options
August 7, 2020
- 08:08
More than 50 million people have applied for unemployment since the pandemic began, and nearly half of U.S. workers get their health...
Coronavirus: Cash on Hand
August 6, 2020
- 07:01
Nothing like a turbulent period on Wall Street to make you wonder how much cash you should be keeping on hand. Is it 6 months or 12? Or...
Coronavirus: Is My Pension Safe?
August 5, 2020
- 09:14
With 2020 being an absolutely crazy year on Wall Street, and with the government pumping an insane amount of money into the system, a...
Coronavirus: Saving for Grandkids
August 4, 2020
- 08:03
A lot of grandparents often want to put some money aside for the grandkids, but what's the best way to do it? A college savings account?...
Coronavirus: All Eggs in One Basket
August 3, 2020
- 08:56
You're retired, and you have all your eggs in one basket, meaning 100% in stocks. Given the tumultuous year on Wall Street, you decided...
Coronavirus: Workplace Diversity Part Two
August 2, 2020
- 09:28
If the pandemic has acted as an accelerant to business trends, it has also become an accelerant to inequality.Last year, before the...
Coronavirus: Workplace Diversity Part One
August 1, 2020
- 14:07
If the pandemic has acted as an accelerant to business trends, it has also become an accelerant to inequality. Last year, before the...
Coronavirus: Is High Turnover Okay?
July 31, 2020
- 12:01
Is high turnover in a mutual fund a bad thing? You'd think the answer is an automatic yes, but it really depends on where that mutual...
Coronavirus: Time for a Will?
July 30, 2020
- 05:36
The pandemic is putting estate planning into focus. I joined CBS This Morning to explain why having a will, health care proxy and power...
Coronavirus: On the Sidelines
July 29, 2020
- 10:21
If you're like countless others who decided to ditch the stocks and wait it out on the sidelines, how and when is the right time to get...
Coronavirus: Skip 2020 RMD?
July 28, 2020
- 09:38
When it comes to taking your required minimum distribution for 2020, you have some options that you normally wouldn't have, which also...
Coronavirus: Stick with Target Date Fund?
July 27, 2020
- 10:29
You want to invest, yet you don't want to worry about your investments. Is a target date fund the right approach? Easily one of the most...
Coronavirus: Bond Boot Camp Part Two
July 26, 2020
- 11:09
What’s a portfolio without a bond position? It’s incomplete and potentially riskier than necessary.We field so many questions about your...
Coronavirus: Bond Boot Camp Part One
July 25, 2020
- 13:38
What’s a portfolio without a bond position? It’s incomplete and potentially riskier than necessary.We field so many questions about your...
Coronavirus: Can I Retire on 500K?
July 24, 2020
- 12:32
Knowing how much you need to live on is a big help when it comes to planning for retirement, because knowing that number basically tells...
Coronavirus: Planning After a Loss
July 23, 2020
- 11:27
It's easy to take things for granted in life when all is going well. You've got your health, you've got a job, a few bucks in the bank,...
Coronavirus: Use Cash to Pay Off Car?
July 22, 2020
- 09:21
You've got a bunch of cash sitting in the bank basically earning zero, and you also have a car loan at three percent, so does it make...
Coronavirus: Pre-Tax or Roth?
July 21, 2020
- 11:36
Good news, your workplace retirement plan offers both a traditional pre-tax and a Roth option. You're hearing conflicting things about...
Coronavirus: How Much are the Fees?
July 20, 2020
- 16:10
What you're paying in fees, especially when it comes to your advisor, should never be a confusing issue. And if is, it may be time to...
Coronavirus: The Labor Force Part Two
July 19, 2020
- 15:22
The labor force has been decimated over the last several weeks, and perhaps no group has been impacted more than the older...
Coronavirus: The Labor Force Part One
July 18, 2020
- 16:03
The labor force has been decimated over the last several weeks, and perhaps no group has been impacted more than the older...
Coronavirus: Keep as Rental Property?
July 17, 2020
- 11:27
Should you keep using the condo as rental property or is it better to start living in it so that when you sell it in a few years you'll...
Coronavirus: Is an Online Will Okay?
July 16, 2020
- 10:17
Estate planning is a must when it comes to your personal finance "to-do" list. Does that mean you have to shell out the big bucks for an...
Coronavirus: Where's My Refund?
July 15, 2020
- 08:42
Happy Tax Day! Never thought I'd be typing that in July :) Hopefully you already filed, and if you did, I hope you did it...
Coronavirus: What's the Priority?
July 14, 2020
- 10:29
Despite what's going on in the markets, let's not lose sight of the fact that a lot of people are still struggling and find themselves...
Coronavirus: Should We Refinance?
July 13, 2020
- 08:27
Welp, coming off a weekend in which we discussed all things related to the mortgage market, how do we begin the week? Yep, with a...
Coronavirus: Mortgage Market Part Two
July 12, 2020
- 12:29
When it comes to finding a mortgage for a new home purchase or a refinance, there’s more to consider than simply getting a low interest...
Coronavirus: Mortgage Market Part One
July 11, 2020
- 11:33
When it comes to finding a mortgage for a new home purchase or a refinance, there’s more to consider than simply getting a low interest...
Coronavirus: Which Retirement Plan to Use?
July 10, 2020
- 14:38
Being self-employed comes with many options, including which retirement plan to set up. Some of the plans are pretty incredible and...
Coronavirus: Cash Out Life Insurance?
July 9, 2020
- 09:36
Should we keep or cash out a life insurance policy in order to reduce our overall stock market exposure? Tis the question! Good plan or...
Coronavirus: Options for Extra Cash
July 8, 2020
- 08:55
One of the main reasons to refinance a mortgage is to increase your cash flow. Once that happens, and you find yourself with a few extra...
Coronavirus: Roth Conversion Time?
July 7, 2020
- 08:14
If the second half of 2020 is anything like the first half, there will be countless questions about doing a Roth conversion. It's such a...
Coronavirus: Social Security Break Even
July 6, 2020
- 10:10
You can start receiving your Social Security benefits as early as age 62. But should you? Every situation is different and variety of...
Coronavirus: How to Get Results Part Two
July 5, 2020
- 09:43
This weekend on the show we're joined by Steve Herz, author of Don't Take Yes for an Answer: Using Authority, Warmth, and Energy to Get...
Coronavirus: How to Get Results Part One
July 4, 2020
- 09:35
This weekend on the show we're joined by Steve Herz, author of Don't Take Yes for an Answer: Using Authority, Warmth, and Energy to Get...
Coronavirus: Invest in Real Estate?
July 3, 2020
- 08:08
The recent turmoil in the markets has created plenty of opportunities, including in the real estate market. If you have some extra cash...
Coronavirus: Pending Home Sales
July 2, 2020
- 06:26
The nation's pending home sales jumped a record 44.3% in May, according to the National Association of Realtors. It's the highest...
Coronavirus: Bad Vibes from Robo
July 1, 2020
- 13:19
When the blank is hitting the fan, as it has been the last few months, that's when you really expect the institution that's handling...
Coronavirus: Ditch Target Date Fund?
June 30, 2020
- 10:36
There are pros and cons when it comes to target date funds. If you're using one, does that mean you should ditch it for something...
Coronavirus: Contributing Too Much?
June 29, 2020
- 08:06
When you're young and basically just starting to navigate your financial path, is there such a thing as saving too much? Like most...
Coronavirus: Taxes in July Part Two
June 28, 2020
- 14:46
Yes, we're officially in the summer months, and for millions of Americans, thanks to the coronavirus, the early summer weeks will...
Coronavirus: Taxes in July Part One
June 27, 2020
- 12:00
Yes, we're officially in the summer months, and for millions of Americans, thanks to the coronavirus, the early summer weeks will...
Coronavirus: Do I Need My Advisor?
June 26, 2020
- 13:18
When it comes to investing, the name of the game is keeping your costs low! Does that mean you should automatically ditch an advisor who...
Coronavirus: Laid Off, Now What?
June 25, 2020
- 10:54
Yes, there are signs of hope as the country attempts to safely restart the economy, at least in some places, but that doesn't mean that...
Coronavirus: Is Deflation Coming?
June 24, 2020
- 10:27
You've been hearing a lot about inflation over the last few months, but what about deflation? What is it and is it something we want to...
Coronavirus: Ditch the Advisor?
June 23, 2020
- 08:59
You have an account set up for your kids and you're being charged a 5.5% upfront commission. Is it time to ditch the advisor you're...
Coronavirus: Dollar Cost Average
June 22, 2020
- 09:47
One of the best and easiest ways to get into the investing game is by dollar cost averaging. In a nutshell, it's investing the same...
Coronavirus: Buying a Car Part Two
June 21, 2020
- 16:39
Times are tough for millions during the coronavirus pandemic, but for those with the financial wherewithal, it may be the perfect time...
Coronavirus: Buying a Car Part One
June 20, 2020
- 11:20
Times are tough for millions during the coronavirus pandemic, but for those with the financial wherewithal, it may be the perfect time...
Coronavirus: Money Talk with Parents
June 19, 2020
- 10:42
As if dealing with the coronavirus situation isn't enough, try mixing in an awkward conversation with the parents (one of whom is...
Coronavirus: Are the Fees Worth It?
June 18, 2020
- 10:20
When it comes to finding an advisor that could be around for the long haul, how much of a factor should the fees be when making a final...
Coronavirus: I Need a Retirement Plan!
June 17, 2020
- 12:39
You have a good amount of cash just sitting in the bank but you really don't know what to do with it. This to me sounds like somebody in...
Coronavirus: Invest a Million Bucks
June 16, 2020
- 11:49
It's not all doom and gloom these days. How about selling a piece of real estate and walking away with a million bucks?! Nice problem to...
Coronavirus: Pre-tax or Roth
June 15, 2020
- 10:56
Yes, very likely the most popular question on the show: is it better to be making pre-tax or post-tax contributions into my retirement...
Coronavirus: State of the Economy Part Two
June 14, 2020
- 12:02
More than 1.5 million Americans filed for unemployment last week, bringing the total jobless claims to over 44 million in the last 12...
Coronavirus: State of the Economy Part One
June 13, 2020
- 14:42
More than 1.5 million Americans filed for unemployment last week, bringing the total jobless claims to over 44 million in the last 12...
Coronavirus: Next Financial Step?
June 12, 2020
- 11:23
You believe you're financially secure, and pretty much have all your financial ducks in a row, so what should the next financial step...
Coronavirus: Rent or Buy?
June 11, 2020
- 08:30
Should I rent or should I buy? Definitely one of the most common questions we get. Also one of the easiest to answer, especially as the...
Coronavirus: Invest in Real Estate?
June 10, 2020
- 08:12
You admittedly know nothing about the real estate market, yet you want to start investing in it. Is this a good idea? If so, what's the...
Coronavirus: Taking Too Much Risk?
June 9, 2020
- 09:24
It's funny how when everything is rosy, people don't feel like they're taking too much risk. Then you have what we just went through the...
Coronavirus: I Want to Reallocate
June 8, 2020
- 08:02
Have you learned anything about your investments these last few months? Maybe that you're too conservative? Or that you're too risky and...
Coronavirus: Stay the Course Part Two
June 7, 2020
- 14:19
With such a tumultuous first half of the year on Wall Street, we thought it was a good time to check in with Michael Goodman, president...
Coronavirus: Stay the Course Part One
June 6, 2020
- 18:17
With such a tumultuous first half of the year on Wall Street, we thought it was a good time to check in with Michael Goodman, president...
Coronavirus: Target Date Funds
June 5, 2020
- 11:03
Sometimes people think I dislike the use of target date funds, but that's not true. If you're using them, all good. I just want you guys...
Coronavirus: Max Out Roth Early?
June 4, 2020
- 11:57
With the market bouncing all over the place in the first half of 2020, this could be the year when it makes sense to front load some of...
Coronavirus: Why Use Bonds?
June 3, 2020
- 09:26
I realize it's not the sexiest of investments, but I'm a firm believer in using bonds as part of your overall portfolio. Still, that's...
Coronavirus: Where to Invest Cash?
June 2, 2020
- 10:28
When the chaos on Wall Street was hot and heavy back in March, a lot of people jumped out. Now the million dollar question is how to...
Coronavirus: Is My Pension Safe?
June 1, 2020
- 08:14
Layoffs, furloughs, cuts in pay, no more matches in retirement plans, it's all on the table as we continue to deal with the coronavirus...
Coronavirus: Saving for Retirement
May 31, 2020
- 07:30
You're 30 years old and want to make sure you're utilizing the best retirement vehicle to plan for your future. What do you do? You...
Coronavirus: Should I Trade Options?
May 30, 2020
- 11:10
You know we like to keep things pretty simple here in the Jill on Money universe, that's why you don't often hear us talk about options...
Coronavirus: Plan for Young Investor
May 29, 2020
- 09:41
It's not all gloom and doom these days. In fact, some lucky ones are just starting out on the investing path, and I'm more than happy to...
Coronavirus: Lump Sum or Annuity
May 28, 2020
- 10:59
What's the better option, a lump sum payment or a lifetime annuity? Well, the answer depends on a variety of circumstances, such as the...
Coronavirus: Early Retirement Offer
May 27, 2020
- 09:48
Not only are millions of employees being laid off and furloughed, but many are also being offered early retirement packages. If that's...
Coronavirus: Work From Home Deduction?
May 26, 2020
- 06:27
With all of us working from home, are there any deductions we should be looking out for when tax season rolls around next spring? I've...
Make Your Bed Part Three
May 25, 2020
- 10:29
In honor of the Memorial Day holiday, we're giving you a break from the money talk, and instead re-airing an interview we did back in...
Make Your Bed Part Two
May 24, 2020
- 11:23
In honor of the Memorial Day holiday, we're giving you a break from the money talk, and instead re-airing an interview we did back in...
Make Your Bed Part One
May 23, 2020
- 13:12
In honor of the Memorial Day holiday, we're giving you a break from the money talk, and instead re-airing an interview we did back in...
Coronavirus: ETF vs Index Fund
May 22, 2020
- 07:24
Exchange Traded Fund (ETF) or Index Fund? Very similar, yet very different. Have a money question? Email me here.Please leave us a...
Coronavirus: Do I Need a Trust?
May 21, 2020
- 10:23
Few personal finance to-dos are more vexing than estate planning. But in this pandemic crisis, no other issue is more important. The...
Coronavirus: Financial Priorities
May 20, 2020
- 06:16
How to navigate your personal finances during the coronavirus crisis? I joined CBS This Morning with the important things to keep in...
Coronavirus: Negative Interest Rates?
May 19, 2020
- 10:01
One result of the pandemic has been historically low interest rates. How low can they go? Will they go negative? If so, what would that...
Coronavirus: Best to Use Index Funds?
May 18, 2020
- 10:10
If you're lucky enough to have some extra cash and you want to open a brokerage account, what's the best way to invest? Individual...
Coronavirus: Future of Work Part Two
May 17, 2020
- 08:32
The coronavirus pandemic has ushered in a new normal for many employees now working from home. Others have lost their jobs as the...
Coronavirus: Future of Work Part One
May 16, 2020
- 14:09
The coronavirus pandemic has ushered in a new normal for many employees now working from home. Others have lost their jobs as the...
Coronavirus: Buy Bitcoin?
May 15, 2020
- 11:17
Turmoil in the markets can often cause people to look for alternative investments. Is Bitcoin a solid choice? Have a money question?...
Coronavirus: Student Loan Options
May 14, 2020
- 16:17
One of the hardest hit industries during the pandemic has been the student loan landscape. Difficult to understand in the best of times,...
Coronavirus: Traditional or Roth?
May 13, 2020
- 08:57
The pandemic has caused people to really take a look at their game plans and see if there's anything they should be doing differently or...
Coronavirus: 529 or UTMA?
May 12, 2020
- 09:03
With the market bouncing around, it's a good time to get a jump on the college savings plan. Some even say it's a good time to front...
Coronavirus: Use International Stocks?
May 11, 2020
- 07:08
With stocks all around the globe pretty much taking a beating so far in 2020, does it make sense to mix in some international exposure...
Coronavirus: Accelerate Mortgage Payments?
May 10, 2020
- 05:51
Ah yes, another example of one of the most common questions we receive: Does it make sense for me to make extra mortgage payments and...
Coronavirus: Unemployment Rate Soars
May 9, 2020
- 03:46
The U.S. economy lost 20.5 million jobs in April amid the coronavirus pandemic. The national unemployment rate soared to 14.7% last...
Coronavirus: No More Employer Match
May 8, 2020
- 08:47
Raise your hand if your employer has reduced or eliminated the company match going into your retirement plan. Just know that you're not...
Coronavirus: MBA Worth It?
May 7, 2020
- 10:31
The coronavirus pandemic has caused us to re-evaluate all sorts of things, one of them being whether or not the super expensive colleges...
Coronavirus: Death of Retail and Higher Ed?
May 6, 2020
- 22:22
As Americans shelter at home, everyday shopping habits have changed, perhaps permanently, with online grocery sales way up, and...
Coronavirus: Laid Off, Now What?
May 5, 2020
- 08:47
With the market coming off a strong month, and areas around the country beginning to reopen, it's may be easy to think we're out of the...
Coronavirus: Too Much in Cash?
May 4, 2020
- 07:28
When the market is bouncing all over the place, it can cause you to second guess yourself. Am I sitting on too much cash? Should I be...
Coronavirus: Invest Now or Wait?
May 3, 2020
- 04:51
You thought you wanted to jump into the investing game, and then the pandemic happened. Now what? Wait or get in on the action?Have a...
Coronavirus: Time to Convert to Roth?
May 2, 2020
- 09:57
Is now a good time to consider converting a traditional IRA to a Roth? Easily the most common question we've been getting the last eight...
Coronavirus: Help the Parents?
May 1, 2020
- 10:34
Given what's going on with the pandemic, many people are in the spirit of giving, which is a great thing. Just make sure all your own...
Coronavirus: Inflation on Horizon?
April 30, 2020
- 10:34
With all the money that's being pumped into the economy by the Federal Reserve, what will the impact be down the road? Does anybody...
Bonus Episode: Partnership with Dell Technologies: Small Business Podference
April 29, 2020
- 21:09
For our special Dell Technologies bonus episode, we’re joined by Kathy Kraninger, Director of the Consumer Financial Protection Bureau,...
Coronavirus: ETF or Index Fund?
April 28, 2020
- 13:26
Should I be using an ETF or index fund when it comes to investing? It's a common question, and a good one, as they're both very similar...
Coronavirus: Where to Put Money
April 27, 2020
- 10:14
You're 37, single, and wondering what's the best path forward as you evaluate your overall retirement and investing game plan. If not...
Coronavirus: Taking Too Much Risk
April 26, 2020
- 09:13
When the market is booming, we don't seem to notice or mind that we're taking too much risk, that is until things go south in a hurry....
Coronavirus: Risky 529 Plan
April 25, 2020
- 07:57
Since this wackiness began back in March, we've been getting a lot of questions about 529 plans. Should we keep using the plan? Pause...
Coronavirus: Emergency Reserve
April 24, 2020
- 12:44
When the market is down, it can be very tempting to jump in, and I don't necessarily have a problem with that, but only if you have some...
Coronavirus: Managed vs Non-Managed
April 23, 2020
- 11:18
Pandemic or no pandemic, April is usually a good time to take a look at your finances and determine if any adjustments need to be made,...
Coronavirus: How to Allocate
April 22, 2020
- 13:12
If you're getting ready to jump into the market, especially during this whacky time, you're going to need an asset allocation plan. But...
Coronavirus: Need Unemployment Help
April 21, 2020
- 12:27
As I've said before, many of our listeners are in very fortunate positions, but not everybody. You'll hear what I mean as I read a gut...
Coronavirus: Time to Rebalance?
April 20, 2020
- 13:33
Easily one of the most common questions we've been getting is whether or not the down market makes it a good time to rebalance? As I...
Coronavirus: Convert to a Roth?
April 19, 2020
- 08:49
Since the wackiness began in mid March, one of the most common questions we've been getting is whether or not now is a good time to...
Coronavirus: Robo-Advisor or Traditional?
April 18, 2020
- 10:03
Like we keep discussing, times of uncertainty cause us to re-evaluate the way we're doing things, and that includes whether or not it...
Coronavirus: Time to Dump Advisor?
April 17, 2020
- 12:14
Times like these really do cause people to re-evaluate the way they've been doing things, which in turn can prove which advisors are...
Coronavirus: File for Bankruptcy?
April 16, 2020
- 12:43
Although we get a lot of emails from people in fortunate positions, things are incredibly tough for many, many people. Many have gone...
Coronavirus: Should We Refinance?
April 15, 2020
- 09:36
A refinance can be a total pain in the butt, that said, it can also be totally worth the required time and effort. But before you do...
Coronavirus: Where to Park Short-Term Money
April 14, 2020
- 13:26
There are rules of thumb in the investing world, pandemic or no pandemic, and that includes where to park money for short-term needs....
Coronavirus Caller: Do I Need an Advisor?
April 13, 2020
- 14:18
Crazy times in the market makes us all re-evaluate things, or at least it should, and that includes whether or not it's the right time...
Coronavirus: Timing the Market
April 12, 2020
- 07:25
Here we go again, more questions from people who jumped out of the market and now want to know when it makes sense to jump back in. When...
Coronavirus: I Don't Need My Stimulus Check
April 11, 2020
- 06:03
While most individuals need the stimulus check coming their way, some are fortunate and do not. If that's you, what should you do with...
Coronavirus: Stuck Investor
April 10, 2020
- 11:56
You're in your 20s, want to start investing, but got spooked by the recent madness on Wall Street. What should you do? Jump in or wait...
Coronavirus Caller: Invest or Pay Off Debt?
April 9, 2020
- 11:06
In crazy times like these, is it a good idea to invest your extra money or pay off some debt? That's the discussion with Matt from...
Coronavirus: Mortgage Forbearance
April 8, 2020
- 11:42
Requests to delay mortgage payments have jumped nearly 2,000% as borrowers seek relief during coronavirus outbreak. There is help out...
Coronavirus: Stay the Course?
April 7, 2020
- 11:11
When the market is doing crazy things, sometimes people start acting in crazy ways. But more times than not, staying the course really...
Coronavirus: What to Do With Cash?
April 6, 2020
- 10:56
If you're lucky enough to have excess cash sitting on the sidelines, is it time to jump into the game?Have a money question? Email me...
Coronavirus: Pay Off Debt?
April 5, 2020
- 08:49
With the financial world full of uncertainty, is now a good time to pay off some of those interest bearing loans? Have a money question?...
Coronavirus: When to Jump Back In?
April 4, 2020
- 08:09
Once you jump out of the market, when's the right time to jump back in? If I only had the answer...Have a money question? Email me...
Coronavirus: Our Hands on Your Back
April 3, 2020
- 17:11
Another episode of your most pressing coronavirus related money questions, as well as a little reminder that whatever it is you're going...
Coronavirus: How to Pay Mortgage?
April 2, 2020
- 13:31
The beginning of April means many bills are due, and given what's going on with the coronavirus, many people aren't able to pay them....
Coronavirus: Will I Get a Stimulus Check?
April 1, 2020
- 12:15
Will you be receiving a stimulus check? It depends on a number of factors, some of which are very much within your control.Have a money...
Coronavirus: Time to Keep Investing?
March 31, 2020
- 22:35
While many think now is the perfect time to jump out of the market, plenty see it as a golden opportunity, kind of like a major sale at...
Coronavirus: Planning on Retiring Soon
March 30, 2020
- 13:08
When you're young and time is on your side, it's much easier to ride out the recent turbulence on Wall Street. But what about those who...
Coronavirus Email: Borrow to Invest?
March 29, 2020
- 09:12
A wild ride on Wall Street can present plenty of opportunities for savvy investors, but you have to be smart about it. Does borrowing...
Coronavirus Email: Is Now a Good Time to Convert?
March 28, 2020
- 13:44
Times of chaos on Wall Street can sometimes present blessings in disguise, one being an opportune time to convert to a Roth IRA. That's...
Coronavirus Email: Stay In or Get Out?
March 27, 2020
- 14:03
Should I stay in or get out? Perhaps the most popular question we've received since the turmoil on Wall Street began a couple weeks ago....
Coronavirus Email: Should I Decrease Contributions?
March 26, 2020
- 17:02
When the sky is falling, I suppose it's a natural response to want to get out of the stock market. But is that the best move? Should you...
Coronavirus Email: Should I Tap My 401(k)?
March 25, 2020
- 06:45
As we wait for Congress to make a deal, rumor has it that the package may allow you to borrow from your 401(k) without the 10% early...
Coronavirus Email: Are the Banks Safe?
March 24, 2020
- 15:14
Are the banks safe? Will I be able to access the ATM? Should I take all my cash out and put it under the mattress? Yes, those are common...
Coronavirus Email: Should I Rebalance?
March 23, 2020
- 14:32
With crazy market swings on a daily basis, is now a good time to rebalance? That's one of the questions we discussed on the latest...
Coronavirus Email: Should Wall Street Be Shut Down?
March 22, 2020
- 07:33
As we go through this crazy period of uncertainty, one of the most common questions we've been getting is whether or not the markets...
Coronavirus Email: Impact on Student Loans
March 21, 2020
- 07:58
And so ends another lousy week on Wall Street. But the weekend does not mean the emails from you guys stop, so here's another episode...
Coronavirus Email: Can I Still Retire?
March 20, 2020
- 07:37
The coronavirus emails continue to flow in. We answer a handful in this episode, including one from Brycie who is wondering if...
Coronavirus Caller: Should We Sell It All?
March 19, 2020
- 15:56
Another bad day on Wall Street, this even as Washington announced a huge stimulus package. And it has you guys freaked out, hence the...
Coronavirus Market Questions 03-18
March 18, 2020
- 11:01
Treasury Secretary Steve Mnuchin said that the administration plans to move “immediately” to send money to Americans as the coronavirus...
Coronavirus Market Questions 03-17
March 17, 2020
- 04:44
Yep, another brutal day on Wall Street, the worst one yet. If the market is freaking you out, we're here to help, so please send us an...
Coronavirus Market Questions 03-16
March 16, 2020
- 04:38
The Fed has slashed rates to zero in emergency rate cut due to coronavirus effects. And until things settle down with the market, which...
Coronavirus Market Questions 03-15
March 15, 2020
- 04:58
Until things settle down with the market, we're going to bring you a daily episode of Jill on Money to help calm the nerves. If the...
Coronavirus Market Questions 03-14
March 14, 2020
- 06:03
The stock markets ended a brutal week on a positive note. The Dow bounced back by nearly 2,000 points, picking up more than 9% on...
Sizing People Up
March 12, 2020
- 34:38
After two decades as a behavior analyst in the FBI, Robin Dreeke knows a thing or two about sizing people up. He's navigated complex...
Investing Amid Fear and Uncertainty
March 11, 2020
- 04:08
The stock market recovered slightly from Monday’s historic coronavirus-related losses. The DOW Jones industrial average saw its largest...
How to Rebalance
March 10, 2020
- 10:38
Knowing when and how to rebalance is an essential part of managing a portfolio. But it's not as easy as it sounds, hence the latest call...
Turning Adversity into Advantage
March 5, 2020
- 34:05
How do you find a competitive edge when the obstacles feel insurmountable? How do you get people to take you seriously when they're...
Mohamed El-Erian on Coronavirus and Fed Rate Cut
March 4, 2020
- 11:24
The Federal Reserve lowered its benchmark interest rate by a half-point, the largest cut since 2008, in a move to offset the impact of...
Should We Pay Off the Mortgage?
March 3, 2020
- 08:47
Should we pay off the mortgage? Such a common question, especially from those who are preparing for retirement. Sometimes it makes...
Tax Season Planning with Ed Slott
February 27, 2020
- 19:51
Tax season is open, which means there’s another opportunity to: (a) vent about how much you hate this time of year, (b) complain about...
Investor Panic Prevention Plan
February 26, 2020
- 02:28
Talk about a rough couple of days on Wall Street!Right about this time, you may be feeling a certain amount of queasiness, leading to...
Should We Buy or Keep Renting?
February 25, 2020
- 10:24
I love the topic of renting versus buying, so much so that I devoted a chapter of my book to it! That's the discussion on the latest...
Can You Really Have It All?
February 20, 2020
- 25:20
Our latest guest, Romi Neustadt, is a mom of two, a wife, a daughter, bestselling author, speaker, entrepreneur, and coach. What's more,...
Do I Need What I'm Being Pitched?
February 18, 2020
- 08:24
I'm saving a ton and feel like I'm in pretty good shape, but I'm being pitched a financial product by a former colleague, do I need it?...
Prepping for Tax Season
February 14, 2020
- 03:07
In just the first week of this tax season, the IRS says it has processed nearly 13 million returns and issued nearly 4.3 million...
Secure Act 101
February 13, 2020
- 26:34
After I wrote about the Setting Every Community Up for Retirement Enhancement (SECURE) Act, I received a slew of questions from readers....
How to Prioritize Debt
February 11, 2020
- 06:24
When you have $90,000 in student loans, yet make a very good salary, what should the priority be? Should you be throwing every penny at...
Avoiding Common Money Mistakes
February 7, 2020
- 05:12
On average, college students who graduated in 2018 owe more than $29,000 in loans. I joined CBS This Morning to look at some of the most...
How Big Tech Betrayed All of Us
February 6, 2020
- 29:18
In Don’t Be Evil, Financial Times global business columnist Rana Foroohar tells the story of how Big Tech lost its soul, and ate our...
Inherited IRA Options
February 4, 2020
- 06:16
Should I keep taking the required minimum distributions or cash out the balance from my inherited IRA? That's what Jennifer from...
13 "Dumb" Financial Mistakes
January 31, 2020
- 09:37
Do you have a “friend” who is super smart, has a great career, holds a graduate degree, has even saved a chunk of money for retirement,...
Everything is Figureoutable with Marie Forleo
January 30, 2020
- 38:54
While most self-help books offer quick fixes, Everything is Figureoutable by Marie Forleo will retrain your brain to think more...
Should We Be Using a 529 Plan?
January 28, 2020
- 09:55
If saving for college is in your plans, there are tax-efficient ways of doing it. If you're a regular listener, you know I'm a big fan...
Is It Time to Refinance?
January 24, 2020
- 03:50
Almost 63% of mortgage applicants are homeowners looking to refinance. I joined CBS This Morning to explain how low mortgage rates could...
The Story Behind Warby Parker
January 23, 2020
- 29:51
Warby Parker was founded with a rebellious spirit and a lofty objective: to offer designer eyewear at a revolutionary price, while...
Do I Need to Worry About Mom?
January 21, 2020
- 11:59
So often you will hear me remind you guys that before you start worrying about your kids or parents, your first priority should be your...
Senior Roommates
January 17, 2020
- 06:35
Senior citizens are getting creative to make ends meet financially: getting roommates. More than 33% of Americans age 65 and over do not...
The Infinite Game with Simon Sinek
January 16, 2020
- 27:42
How do we win a game that has no end? Finite games, like football or chess, have known players, fixed rules and a clear endpoint. The...
Should I Pay Off the Mortgage?
January 14, 2020
- 07:54
If you've been a regular listener you know that I almost always advise against paying down a mortgage early. That's because everybody...
Loserthink with Scott Adams
January 9, 2020
- 32:09
If you've been on social media lately, or turned on your TV, you may have noticed a lot of dumb ideas floating around.Such as, “we know...
Withdrawal Strategy in Retirement
January 7, 2020
- 10:15
In many ways, saving for retirement is the easy part. What can be tricky is knowing how to execute a withdrawal strategy. That's the...
Financial Resolutions for 2020
January 2, 2020
- 03:27
Many Americans are ringing in the New Year with resolutions. One Fidelity Investments survey of financial resolutions found 53% of...
My Planner Has Me in 19 Funds
December 31, 2019
- 11:20
When it comes to a diversified portfolio, how many funds is the optimal number? Well, it kinda depends on each case, but I'm gonna go...
Playing with FIRE
December 26, 2019
- 24:24
On the latest episode we’re joined by Travis Shakespeare, director of a new documentary called Playing with FIRE, which follows 35 year...
How to Buy Bonds
December 24, 2019
- 09:04
A bond position is an essential component of an overall portfolio. But how does one start implementing bonds? That's the discussion with...
Lagging Retirement Savings on CBS This Morning
December 20, 2019
- 02:11
Many Americans are being left behind when it comes to saving for retirement. Almost half of people 55 and older have saved nothing,...
Being Smarter With Your Money
December 19, 2019
- 35:32
It’s been several months now that we’ve been with our new sponsor, Marcus by Goldman Sachs, so today we’re bringing on Omer Ismail, the...
Keep or Ditch LTC Policy?
December 17, 2019
- 12:42
Long-term care policies are becoming harder and harder to find, and if you do find one, they're also getting more and more expensive....
Coastal Job Growth on CBS This Morning
December 13, 2019
- 03:39
A new report shows just five coastal cities are getting a huge majority of America's high-tech jobs. Researchers found the Seattle, San...
Inside Facet Wealth
December 12, 2019
- 27:47
On the latest show we’re joined by Brent Weiss, co-founder and Head of Planning at Facet Wealth, a financial service firm that believes...
When to Take Social Security
December 10, 2019
- 05:16
When should one take Social Security? It's the million dollar question, and if you can tell me when exactly you're going to die, then I...
Charitable Giving on CBS This Morning
December 6, 2019
- 03:33
Giving Tuesday is meant to encourage charitable donations during the holidays. Americans, including companies and foundations, gave an...
Year-End Money Moves for 2019
December 5, 2019
- 27:50
December is upon us, which means I basically have your attention for about two more weeks max.So while I have you, and as the year comes...
Do I Need Permanent Life Insurance?
December 3, 2019
- 09:30
Is it a good idea to buy permanent life insurance as part of your overall investment strategy? Well, it depends, but more times than not...
Holiday Spending on CBS This Morning
November 30, 2019
- 02:57
As the holiday shopping season kicks off with Black Friday, I joined CBS This Morning to discuss the business of Black Friday and why...
Roth Conversions, Mortgage Payoff, Finding an Advisor
November 28, 2019
- 13:45
Thanksgiving is all about being thankful. Trust me when I say I’m so incredibly thankful for you, the audience. Without you guys...
Avoiding Holiday Debt on CBS This Morning
November 27, 2019
- 04:22
More than 56 percent of consumers have already started their holiday shopping, and about 48 million Americans are still paying off their...
The Beauty of a Roth 401(k)
November 26, 2019
- 07:23
Having a Roth 401(k) option is a beautiful thing, and nowadays many employers offer them, but the problem is that many employees have no...
Year-End Money Moves on CBS This Morning
November 22, 2019
- 04:10
There are six weeks left in the year to take action on your income tax withholding and to meet critical deadlines for retirement plans....
How Money Became Dangerous
November 21, 2019
- 32:24
In the not too distant past, money was simple. You might have had a bank account and a mortgage, perhaps some basic investments. Wall...