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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Pay Off My Mortgage Quickly?
29/04/2026 Duration: 16minI always hear you say not to make paying down the mortgage a priority, but my interest rate is 6.125%. Do I have permission? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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Can I Retire at 65 Instead of 67?
28/04/2026 Duration: 13minThe original plan was to retire at 67, but now I'm wondering if I can call it quits at 65? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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Have We Saved Enough for Retirement?
27/04/2026 Duration: 22minWith a bit of job uncertainty entering the mix, we're wondering if we have saved enough for retirement? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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Introducing Family Lore
25/04/2026 Duration: 03minFamily Lore is a weekly narrative podcast that celebrates and investigates ancestral mystique. Each episode begins with a guest sharing a fascinating family legend, followed by a historical deep-dive to uncover the truth and meaning behind the tale. Available now: link.pscrb.fm/f0281/FLFD
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Are We Ok to Be Work Optional?
24/04/2026 Duration: 19minAfter 30 years at the same company I was recently let go. Do I need to find another job? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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Can I Help Kids With Student Loans?
23/04/2026 Duration: 17minWith both kids graduating with significant student loan debt, can I afford to help them out? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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I Want to Take Social Security Early
22/04/2026 Duration: 13minYou usually tell people to wait to take Social Security as long as they are in good health and have a long life expectancy, and I tend to agree if a person doesn't need the money. That said, I'm starting to feel like I need the money. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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Evaluating Term Life Insurance Coverage
21/04/2026 Duration: 14minWith a military pension and early retirement on the horizon, are we adequately covered by our existing term life insurance? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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Consolidating Old 401(k) Plans
20/04/2026 Duration: 12minWith three different 401(k) plans in the equation, is there an easy way to simplify and make my financial life easier? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to
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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