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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![Terrified of Making the Wrong Move]()
Terrified of Making the Wrong Move
06/11/2025 Duration: 18minWith some bad financial decisions in our past, and a large inheritance now in the picture, we're terrified of making the wrong move. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Next Financial Steps After Divorce]()
Next Financial Steps After Divorce
05/11/2025 Duration: 22minWith a recent divorce now in the rearview mirror, what's the right financial game plan to ensure that I'm still on track for a solid retirement? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Can I Go Part-Time?]()
Can I Go Part-Time?
04/11/2025 Duration: 18minWith four rental properties providing income, and low expenses, is it okay if I transition into part-time work? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Furloughed and New Job Search]()
Furloughed and New Job Search
03/11/2025 Duration: 17minEven though my husband is currently furloughed, is it okay if I start looking for a new (lesser paying) job? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Introducing How We Made Your Mother Season 2!]()
Introducing How We Made Your Mother Season 2!
01/11/2025 Duration: 05minIt’s been 20 years since How I Met Your Mother premiered, and just over 10 years since the finale. Josh Radnor, who played “Ted” for nine seasons teams up with series co-creator Craig Thomas for this episode-by-episode rewatch podcast. For the superfans, HWMYM will get into all the secrets, theories, and pineapples, but we'll also use HIMYM – and our relationship to it two decades later – to talk about life and love and art and everything in between. How We Made Your Mother, a flashback podcast for a flashback show. You can listen to all episodes of season 1 now, and join Josh and Craig as they dive into season 2! To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
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![Buy a Home or Invest Instead?]()
Buy a Home or Invest Instead?
31/10/2025 Duration: 18minAm I better off continuing to rent and investing my commission checks in the stock market or should I be looking to buy? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Can We Retire in Five Years?]()
Can We Retire in Five Years?
30/10/2025 Duration: 21minWe are both 52 years old and my husband is completely burned out at his corporate job. Is retirement in five years a possibility? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Is a Market Crash Coming?]()
Is a Market Crash Coming?
29/10/2025 Duration: 15minI'm worried sick that we are on the verge of a market crash. What do you think? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Debt Pay Off Questions]()
Debt Pay Off Questions
28/10/2025 Duration: 22minI'm 66 and have been retired for four years, but I still have some outstanding debt, how should I tackle? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Estate Planning for My Parents]()
Estate Planning for My Parents
27/10/2025 Duration: 18minI'm 40 years old and am navigating the complexities of figuring out my aging parents' estate plan. Am I taking the right steps? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Estate Planning Awareness]()
Estate Planning Awareness
24/10/2025 Duration: 09minTo recognize National Estate Planning Awareness Week, here's a snippet from our recent webinar with Juliet Kalib and Rick Kahler. Juliet is a trusts and estates attorney and Rick is a fee-only financial planner as well as a financial therapist. If you want to see the full hour, you can sign up here. Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
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![Can We Make Our Dream a Reality?]()
Can We Make Our Dream a Reality?
23/10/2025 Duration: 24minWith two pensions on the horizon, would it be a bad idea to severely deplete our retirement accounts to purchase our dream vacation home? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Should I Go for the Promotion?]()
Should I Go for the Promotion?
22/10/2025 Duration: 21minI’m starting to feel burnout at work, and I’m being pushed by leadership to take on even more responsibilities for a promotion. Should I do it? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Can We Run Off to Travel the World?]()
Can We Run Off to Travel the World?
21/10/2025 Duration: 20minI'm 52 years old and am burnt out after working in technology for 30 years. Can I quit/retire and do a bit of traveling? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Furloughed With First Child on the Way]()
Furloughed With First Child on the Way
20/10/2025 Duration: 18minWe're both federal employees and my wife is currently furloughed and pregnant with our first child. How do we navigate this period? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![I’m 67, Am I Ok to Retire?]()
I’m 67, Am I Ok to Retire?
17/10/2025 Duration: 15minIf I retire at 68 in 2026, I have forecasted a monthly Social Security and pension income that will cover expenses and offer a $1,300 cushion. Do you think I am okay to retire? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![My Gut Wants to Be Free of the Mortgage]()
My Gut Wants to Be Free of the Mortgage
16/10/2025 Duration: 19minMy gut wants to be free of the mortgage, but I also want to make the best financial decision. Please help! I hate being in limbo! Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram:
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![Squinting to See Light at the End of the Tunnel]()
Squinting to See Light at the End of the Tunnel
15/10/2025 Duration: 17minI don't enjoy my job, so I want to be sure I'm doing everything possible to reach the day when I can call my employer and say I'm not coming in ever again. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney
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![Is It Time for Us to Get a CFP?]()
Is It Time for Us to Get a CFP?
14/10/2025 Duration: 21minI’ve always done our finances, but think it might be time to hand it off to a professional, but I’m really struggling with letting go. Can you help? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram:
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![Is Our Financial Picture Too Complex?]()
Is Our Financial Picture Too Complex?
13/10/2025 Duration: 21minI'm feeling like we've got too many irons in the financial fire. Can we pull a couple out? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram:
