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 to uncover surprising insights and provide actionable information so you can make the most of your money. Have a question you want us to answer on the show? Head to Jillonmoney.com and click the "Contact Us" button.
Latest episodes
Showing 20 · updated from the feed
Do I Need to Go Back to Work Full-Time?
#24 trending · Business
I was recently part of a layoff and now I'm wondering if I need to go back to work full-time or will a part-time gig be enough?
Have a money question? Email us
Sep 15 18 min
Being Advised to Buy Long-Term Care Insurance
Our financial advisor is advising us to buy long-term care insurance but we're wondering if we'd be better off investing the money instead?
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Sep 14 25 min
Do I Have Too Many Funds?
I am considering changing advisors but not sure what questions to ask of my current advisor regarding the large number of funds he has us in.
Have a money question? Emai
Sep 11 21 min
AI and Your Money
Should you let artificial intelligence manage your money? While AI might be able to help you come up with a budget, experts say there are risks.
Have a money question? E
Sep 10 9 min
Impending Unexpected Surgery
With an unexpected surgery on the horizon, how should I be preparing for the worst case scenario?
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Sep 9 21 min
Giving Myself Permission to Spend
With plenty of assets at my disposal, I still can't seem to give myself permission to spend.
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Sep 8 26 min
Happy Retirement to Our Auto Guru!
After 34 years with Consumer Reports, Mike Quincy is calling it a career, and on this Labor Day holiday, he joins us for his final appearance as the automotive writer at
Sep 7 47 min
Am I Going in the Right Financial Direction?
After recently turning 50, I'm wondering if I'm going in the right financial direction?
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Sep 4 14 min
Stuck in Financial Survival Mode
After working in non-profits for years and years, it feels like I'm always stuck in financial survival mode.
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Sep 3 13 min
On Track for Retirement at 56?
I'm only 51, but with a pension part of the equation, is retirement at 56 a possibility?
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Sep 2 14 min
I’m 68, Is It Time to Stop Working?
I love my job, but at the age of 68, is it time to consider a life beyond work?
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Sep 1 10 min
Turning 60 and Looking to Retire Very Soon
With a big birthday on the horizon, and a nice pension at work, am I in a position to call it quits?
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Aug 31 9 min
The Forever Paycheck With Jean Chatzky
Today we're sharing a recent chat with Jean Chatzky, an award-winning personal finance journalist, AARP's personal finance ambassador, and best-selling author. Jean is
Aug 28 30 min
Second Guessing a Financial Decision
I purchased a financial product a while back and have been second-guessing myself ever since.
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Aug 27 11 min
Juggling Education and Retirement
With private school and college tuition now part of the equation, should I be looking to make some financial adjustments?
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Aug 26 13 min
Handling a Nearly 50% Raise
After receiving a huge raise, please tell me the money moves I should be making to secure my financial future.
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Aug 25 9 min
Does the Annuity Pitch Make Sense for Us?
Does the annuity pitch we've received make sense given our overall financial situation?
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Aug 24 22 min
How to Get Rich in American History
Today we're sharing a recent chat with Joseph Moore, author of How to Get Rich in American History: 300 Years of Financial Advice That Worked (& Didn’t).
In richly tol
Aug 21 42 min
Wrestling With Roth Conversion Decision
With retirement upon us, and with no kids in the picture, should we be looking to convert our hefty pre-tax accounts?
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Aug 20 20 min
Handling Healthcare Expenses in Retirement
Some older Americans find themselves at a loss when it comes to managing healthcare expenses after retirement starts. Today we're discussing how to navigate this financia
Aug 19 13 min
Chart trend
Position in the Investing chart (US), last 90 days.
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all-time peak
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days in the top 50 since Nov 2024
Chart positions
Where Jill on Money with Jill Schlesinger ranks today in each Apple Podcasts chart (US, Sep 15, 2026).
A curated, balanced selection of Apple Podcasts reviews.
I have learned so much from Jill and Mark. They give thoughtful advice that is easy to absorb. I very much appreciate their dedication and support. I learn something new in almost every show. Thank you!!
Summer in Idaho · Mar 2026
I’ve been listening since Covid. Great practical easy to understand advice. I was on their show a while back and it really helped settle my mind about retiring.
Pat in LB · Mar 2026
I have been listening for a few years now. Love having Jill (Mark too) tell me how to live my financial life. Great info, presented simply and not too long. Highly recommend it.
surfghost · Nov 2025
Jill and Mark are a great team. While each conversation or email addresses very unique concerns, I am still able to learn and apply a lot to my own personal financial situation. They are very calming and unbiased and are respectful of every caller. I listen to both your 7 day a week (agree, you guys deserve a break to dial down to five days, but I will miss you on the weekends) and CBS podcasts. I signed up over a year ago (thanks for keeping things affordable at $35) and listen after the webinars go live. You’re good people. Thanks for all you do in a caring and such a knowledgeable way. Peace.
Ackluvr · Nov 2024
A new federal class-action lawsuit filed in the Northern District of California accuses Kars4Kids, Inc. and its related charity, Oorah, Inc., of operating a misleading vehicle-donation program that misrepresents how donor contributions are used. The Complaint, filed November 4, 2025, alleges that Kars4Kids’ widely recognized advertising campaign deceives donors into believing their contributions support local children’s programs, when in reality, nearly all proceeds are funneled to Oorah’s Orthodox Jewish outreach programs primarily serving families in New York and New Jersey. The proposed class seeks monetary damages, injunctive relief, and nationwide accountability for what it describes as a long-running pattern of donor misrepresentation.
This lawsuit follows years of government scrutiny and aligns with concerns CharityWatch has raised in prior reporting about both Kars4Kids and Oorah, including a lack of transparency, misleading donor communications, and governance risks related to financial flows between the two organizations.
Sarahfhoasnklfk · Jul 2026
I listened to Jill faithfully since before the pandemic and loved her straightforward approach and sound advice. It was great when she and Mark started doing daily shows during COVID. HOWEVER, the show has evolved to mostly feature callers with some combination of “I have $X million in retirement, 4 rental properties, and a pension… will I be okay?” Of course you will. Most people who listen to personal finance shows are doing so because they don’t have a multi-million dollar net worth. At a certain point, I just couldn’t handle yet another braggart seeking reassurance about their pile of money. You’re good, bro. It’s us non-zillionaires who need the advice. After years of daily listening, I’m out.
Cyn-M · Oct 2024
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About Jill on Money with Jill Schlesinger on Reason.fm
Here you find the Apple Podcasts chart positions of Jill on Money with Jill Schlesinger, its latest episodes to listen to directly, and reviews from listeners. Rankings are updated daily for the United States.
