Jill on Money with Jill Schlesinger
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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.
Épisodes
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Disliking My Business “Partners” Uncle Gavin and Uncle Don 16.09.2026 17minI'm 66 and still working but starting feel bummed out at the tax bills we will face due to the large pre-tax dollars we have accumulated.Have a money question? Email us hereSubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. -
Do I Need to Go Back to Work Full-Time? 15.09.2026 18minI 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 hereSubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Being Advised to Buy Long-Term Care Insurance 14.09.2026 25minOur 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?Have a money question? Email us hereSubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Do I Have Too Many Funds? 11.09.2026 21minI 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? Email us hereSubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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AI and Your Money 10.09.2026 9minShould 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? Email us hereSubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Impending Unexpected Surgery 09.09.2026 21minWith an unexpected surgery on the horizon, how should I be preparing for the worst case scenario?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Giving Myself Permission to Spend 08.09.2026 26minWith plenty of assets at my disposal, I still can't seem to give myself permission to spend.Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Happy Retirement to Our Auto Guru! 07.09.2026 47minAfter 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 CR.Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Am I Going in the Right Financial Direction? 04.09.2026 14minAfter recently turning 50, I'm wondering if I'm going in the right financial direction?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Stuck in Financial Survival Mode 03.09.2026 13minAfter working in non-profits for years and years, it feels like I'm always stuck in financial survival mode. Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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On Track for Retirement at 56? 02.09.2026 14minI'm only 51, but with a pension part of the equation, is retirement at 56 a possibility?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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I’m 68, Is It Time to Stop Working? 01.09.2026 10minI love my job, but at the age of 68, is it time to consider a life beyond work?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Turning 60 and Looking to Retire Very Soon 31.08.2026 9minWith a big birthday on the horizon, and a nice pension at work, am I in a position to call it quits?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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The Forever Paycheck With Jean Chatzky 28.08.2026 30minToday 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 also the founder and CEO of HerMoney Media. Jean joined us to discuss her soon-to-be released book The Forever Paycheck: The New Retirement Strategy to Spend More, Worry Less, and Never Run Out of Money, a step-by-step plan for making your money work for you.Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney
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Second Guessing a Financial Decision 27.08.2026 11minI purchased a financial product a while back and have been second-guessing myself ever since. Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Juggling Education and Retirement 26.08.2026 13minWith private school and college tuition now part of the equation, should I be looking to make some financial adjustments?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Handling a Nearly 50% Raise 25.08.2026 9minAfter receiving a huge raise, please tell me the money moves I should be making to secure my financial future. Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Does the Annuity Pitch Make Sense for Us? 24.08.2026 22minDoes the annuity pitch we've received make sense given our overall financial situation?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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How to Get Rich in American History 21.08.2026 42minToday 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 told stories and wild self-experiments, Joseph tests history’s best and worst financial advice to find what worked, what didn’t, and why everyday people can still get ahead, including you.Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney
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Wrestling With Roth Conversion Decision 20.08.2026 20minWith retirement upon us, and with no kids in the picture, should we be looking to convert our hefty pre-tax accounts?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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