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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Managing the Finances for My Mother
17/04/2026 Duration: 12minShould I be making any adjustments as I manage the finances for my 87 year old mother? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Mo
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Planning Around Our Pensions
16/04/2026 Duration: 16minWith two pensions in the mix, how should we be planning for our eventual retirement? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money New
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Managing a Career Transition
15/04/2026 Duration: 15minWith a major career transition on the horizon, how should I be preparing financially? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newslet
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Trying Not to Screw It Up
14/04/2026 Duration: 14minAfter being diligent savers for many years, we want to make sure we don't do anything to screw things up. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill
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What Should I Be Doing Differently?
13/04/2026 Duration: 14minAs I get closer and closer to 60, should I be doing something different with my investments? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Help My Parents Plan for Retirement
10/04/2026 Duration: 23minI'd love a second opinion to make sure my parents are on the right track to enjoy their next life adventure. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on
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Reset Dilemma Advice
09/04/2026 Duration: 13minWith a large inheritance now part of the equation, is it time for me to make a major reset? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Mo
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Has My Roth Conversion Ship Sailed?
08/04/2026 Duration: 17minDuring my working life all of my savings went into a tax deferred 401(k) which is now in a rollover IRA. Is it wise to consider doing some Roth conversions? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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Should I Tap a CD or My Roth?
07/04/2026 Duration: 14minI need to come up with some money for the purchase of a new car. Should I us a CD or tap my Roth IRA? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill
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Concerned About Running Out of Money
06/04/2026 Duration: 26minI am concerned about running out of money since I am 78 and my husband is 74. Will we be okay? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money New
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A Holistic Giving Solution for Donors and Advisors
03/04/2026 Duration: 14minIt's never too early in the year to discuss charitable giving, and that's what we're doing today as we're joined by Julie Sunwoo, the President of DAFgiving360. The mission of DAFgiving360 is to increase charitable giving in the U.S. by providing a tax-smart and simple giving solution of a donor-advised fund (DAF) account and related philanthropic tools and guidance that empower donors to incorporate planning into their everyday lives. Have a money question? Email us here Subscribe to Jill on Money LIVE
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Encore Career at Age 50?
02/04/2026 Duration: 14minKnowing that I just turned 50, can I still make a career change to something that I am passionate about? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newslet
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Retirement in Three Months?
01/04/2026 Duration: 13minMy job is just so stressful, and with parents who died early, I really want to retire. Can I do it? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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10 Years Until Retirement, Can I Do It?
31/03/2026 Duration: 12minI want to retire at 65 and collect my Social Security at 67. Is it possible? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Life Has Changed, Are We Okay?
30/03/2026 Duration: 20minWith some changes within our household, I'm wondering if I'm still on track to retire in my 60s? 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 Quit My Job at 57?
27/03/2026 Duration: 23minI'm burned out and looking for reassurance that I am in a good financial position in order to leave my job. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter
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Laid Off at 62, Will We Be Okay?
26/03/2026 Duration: 23minMy 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: 26minIf 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: 13minWith 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: 19minWe 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 Money