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
Scared of Losing My Money
With about $300k in various accounts, I'm worried about the market and possibly losing this money. What should I do?
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Oct 26 17 min
Should We Stick With Our Advisor?
We have a financial advisor who is okay, but now we're wondering if we should stick with him or make a change?
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Oct 23 14 min
The Alphabet Soup of Medicare
Some people believe the murkiness of health care costs and lack of transparency is designed on purpose. Do you agree?
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Oct 22 15 min
Making Sense of Life Insurance
Nearly 47% of American households say they feel financial hardship after a primary wage earner dies, according to a recent survey, which is where life insurance comes in.
Oct 21 11 min
Financing Our Dream Home
Given that we're already retired, what's the best way to finance the purchase and construction of our dream home?
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Oct 20 18 min
Giving Myself Permission to Spend at 60
With plenty saved, and fairly low expenses, I'm having a hard time giving myself permission to spend some of my money.
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Oct 19 19 min
Debt vs Investing in Pre-retirement Years
With a plan to retire in about six years, should I keep contributing to my workplace retirement plan or instead focus on some outstanding debt?
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Oct 16 16 min
Is the Retirement Readiness Meter Accurate?
I have always managed my own retirement planning, but I would appreciate a second opinion to ensure my retirement readiness assessment is accurate.
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Oct 15 11 min
I’m Fried, Can I Retire in a Few Months?
I'm fried, can I quit my job in six months at the age of 65?
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Oct 14 15 min
Financial Decisions Ahead of Divorce
With my divorce set to be finalized in 2027, how should I be preparing for my new financial reality?
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Oct 13 18 min
Needing Direction in Retirement
I’m retired and was the caregiver for my mom who recently passed, and now I’m not exactly sure how to move forward with my financial life.
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Oct 12 20 min
Paula Pant and What It Takes to Build Wealth
Today we're sharing a recent chat with Paula Pant, host of the Afford Anything podcast.
Each week on her show, Paula brings in economists, investors, business leaders,
Oct 9 39 min
Should We Update the House or Sell as Is?
We are getting ready to sell a house that has not been updated for 36 plus years. Should we update/renovate or sell as is at a discount?
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Oct 8 14 min
Buying a New House in Retirement
Can we afford to buy a more expensive home in retirement? If yes, how should be pay for it?
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Oct 7 15 min
Planning to Retire in Another Country
With plans to retire overseas, what should I be thinking about as I prepare to make the move down the road?
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Oct 6 21 min
Should We Buy a Deferred Fixed LTC Annuity?
Our advisor is suggesting we swap one annuity for another, one that comes with long-term care coverage. Should we do it?
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Oct 5 22 min
Handling an Upcoming Inheritance
With a large inheritance coming our way in a matter of months, we're unsure of what to do with the money.
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Oct 2 16 min
Does My Retirement Plan Work?
We are looking for your opinions as to whether our plan is financially stable to get us through the early retirement years.
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Oct 1 14 min
Is There a Benefit to Switching Jobs?
In the right circumstances, job hopping can actually be beneficial for your career and bank account. Today we're discussing how and why.
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Sep 30 13 min
Taxes and Why I Love Them
We should celebrate our ability to come together, to pool our money, and build something great. If you are successful in America, it's because pervious generations paid t
Sep 29 14 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, Oct 26, 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.
