Jill on Money with Jill Schlesinger
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 each week to uncover surprising insights and provide actionable information so you can make the most of your money. Have a question you want us to answer on the show? Head to Jillonmoney.com and click the "Contact Us" button.
Episodes
April 27, 2026 • 24 mins
With a bit of job uncertainty entering the mix, we're wondering if we have saved enough for retirement?
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April 25, 2026 • 3 mins
Family 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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April 24, 2026 • 21 mins
After 30 years at the same company I was recently let go. Do I need to find another job?
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April 23, 2026 • 19 mins
With both kids graduating with significant student loan debt, can I afford to help them out?
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April 22, 2026 • 14 mins
You 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.
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April 21, 2026 • 16 mins
With a military pension and early retirement on the horizon, are we adequately covered by our existing term life insurance?
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April 20, 2026 • 14 mins
With three different 401(k) plans in the equation, is there an easy way to simplify and make my financial life easier?
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April 17, 2026 • 13 mins
Should I be making any adjustments as I manage the finances for my 87 year old mother?
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April 16, 2026 • 18 mins
With two pensions in the mix, how should we be planning for our eventual retirement?
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April 15, 2026 • 17 mins
With a major career transition on the horizon, how should I be preparing financially?
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April 14, 2026 • 16 mins
After being diligent savers for many years, we want to make sure we don't do anything to screw things up.
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April 13, 2026 • 16 mins
As I get closer and closer to 60, should I be doing something different with my investments?
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April 10, 2026 • 24 mins
I'd love a second opinion to make sure my parents are on the right track to enjoy their next life adventure.
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April 9, 2026 • 15 mins
With a large inheritance now part of the equation, is it time for me to make a major reset?
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April 8, 2026 • 19 mins
During 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?
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April 7, 2026 • 15 mins
I need to come up with some money for the purchase of a new car. Should I us a CD or tap my Roth IRA?
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April 6, 2026 • 27 mins
I am concerned about running out of money since I am 78 and my husband is 74. Will we be okay?
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April 3, 2026 • 16 mins
It'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 everyd...
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April 2, 2026 • 15 mins
Knowing that I just turned 50, can I still make a career change to something that I am passionate about?
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April 1, 2026 • 14 mins
My job is just so stressful, and with parents who died early, I really want to retire. Can I do it?
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