Synopsis
Host Jill Schlesinger, CFP®, tackles sometimes uncomfortable and even controversial money and investing issues, without the financial jargon, to get to the heart of whats 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.
Episodes
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Laid Off at 62, Will We Be Okay?
26/03/2026 Duration: 24minMy husband just got laid off after 20 years at the same company. Will we be okay? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Struggling to Even Think of Retirement
25/03/2026 Duration: 27minIf we continue doing what we're doing for the next 20 years or so, are we on track to retire at 70? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Is 67 Our Magic Number to Retire?
24/03/2026 Duration: 15minWith various accounts scattered between us, we're wondering if we'll be able to retire in five years when we turn 67? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Balancing Retirement With Tuition
23/03/2026 Duration: 21minWe adopted two children late in life, and with both now in high school, we are trying to balance saving for retirement with the upcoming college tuition. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Mo
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Welcome to Becoming You with Suzy Welch
21/03/2026 Duration: 01minHere on Jill on Money, we spend a lot of time crunching the numbers. We talk about the "how" of your life, the 401(k), the tax strategies, and the early retirement aspirations. But we all know that the "why" is often the hardest part to solve. That’s why I’m so excited to introduce you to a voice who is cutting through the noise of modern life and work: Suzy Welch. Suzy is a three-time New York Times bestselling author, a business journalist, and the powerhouse professor behind NYU’s most popular self-discovery class. She is a leading expert on decision-making and the pursuit of authentic purpose, and she does it all without the fluff. In her podcast, Becoming You, Suzy dives into the irreverent, messy, and altogether beautiful process of figuring out who you are (and who you want to be). Find Becoming You with Suzy Welch everywhere you get your podcasts. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices.
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Too Much in a Single Stock?
20/03/2026 Duration: 29minWith over a million-dollars in a single stock, are we taking on too much risk? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Can I Retire in 18 Months?
19/03/2026 Duration: 19minKnowing that my wife will continue to work, and I may even do some part-time work, can I retire from my full-time job in the near future? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Are We on Track, or Way Off?
18/03/2026 Duration: 16minOn the one hand I think we save a lot, but we also make a lot, so it feels like we also spend a lot! Are we on track, or way off? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Moving From Saving to Spending
17/03/2026 Duration: 21minNow that I'm fully retired, I'm having a hard time making the transition from saving to spending. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Thinking About Quitting My Job
16/03/2026 Duration: 15minI'm thinking about quitting my job without getting another job. The thought of doing this stresses me out, but my husband says that we would be fine on his income alone. Is he right? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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Options After Losing Retirement Match
13/03/2026 Duration: 19minNow that my employer ditched the company match, is it even worth using the retirement plan? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Is Early Retirement a Possibility?
12/03/2026 Duration: 19minGiven our fairly low expenses, is it reasonable to “retire” once we reach three million in assets? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Can We Stop Saving for College?
11/03/2026 Duration: 14minWith two young kids, and with a lot of money already saved in 529 plans, is it wrong to think we can stop saving for college? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Are We Really Ready to Retire Early?
10/03/2026 Duration: 21minMy husband wants to retire in a year when he turns 55, but I don't feel comfortable with our numbers. Am I wrong? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Impact of Iran War on Economy
09/03/2026 Duration: 08minI joined CBS Saturday Morning to discuss how the war against Iran is impacting the overall economy. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Career Transitions With the Help of AI
06/03/2026 Duration: 35minFrom the CEO of Boxed to the artificial intelligence landscape, Chieh Huang is back on the show to discuss his latest creation, Pelgo, an AI generated personal career transition agent, whether you're starting out, leveling up, or reinventing what’s next. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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Financially Supporting a Parent
05/03/2026 Duration: 25minFive years ago, my mom sold her house and moved in with us, and we're covering all her expenses. Are we jeopardizing our own retirement? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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How to Handle My Pension Options
04/03/2026 Duration: 18minWith various pension options to choose from, analysis paralysis is starting to set in. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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On Track for FINE?
03/03/2026 Duration: 19minAs we pursue financial independence, could an annuity act as a pension and give us a floor so we feel comfortable spending a set amount? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Should I Convert My TSP?
02/03/2026 Duration: 13minWith no need to tap my pre-tax retirement accounts, should I consider converting to a Roth? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter