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
January 2, 2026 • 24 mins
Everyone knows that timing is everything, and what better time to dissect and analyze the science behind it than the end of one year and the beginning of a new one. To help make sense of it all, we're re-running an interview we did in 2019 with Daniel H. Pink, author of When: The Scientific Secrets of Perfect Timing.
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January 1, 2026 • 18 mins
Everyone knows that timing is everything, and what better time to dissect and analyze the science behind it than the end of one year and the beginning of a new one. To help make sense of it all, we're re-running an interview we did in 2019 with Daniel H. Pink, author of When: The Scientific Secrets of Perfect Timing.
Have a money question? Email us ...
Mark as Played
December 31, 2025 • 15 mins
I'm 64 and wondering if I should be making any tweaks to my financial game plan?
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Mark as Played
December 30, 2025 • 17 mins
I'm approaching retirement, yet after getting burned in the past, I'm feeling stuck at 63.
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Mark as Played
December 29, 2025 • 12 mins
Given that I'm a natural worrier, I need somebody to tell me if I have enough saved to slow down.
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December 26, 2025 • 20 mins
Given that I've earned very little in 2025, I’m wondering if this gives me a unique opportunity to do a Roth conversion?
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December 25, 2025 • 5 mins
Happy Holidays from Jill and Mark!!! Whatever it is you're doing, we hope you have a good one!
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December 24, 2025 • 21 mins
I'm only 49 but I work at a high demand tech job and would like to retire. Is this a possibility?
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December 23, 2025 • 23 mins
We're looking for some guidance on developing a financial plan that will help us maximize our assets and optimize our taxes as we prepare for retirement.
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December 22, 2025 • 22 mins
I am 60 and plan to retire at 62. With a pension and a rental part of the equation, can I make it happen?
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December 19, 2025 • 21 mins
Should I convert my traditional IRA to a Roth by maxing out our current tax bracket, or the next bracket, prior to required minimum distributions?
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December 18, 2025 • 22 mins
If I walk away from my job at the end of June 2026, and never earn another dollar, will our long-term retirement plan be impacted?
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December 17, 2025 • 16 mins
I'm 60 years old and thinking about retirement in 2027, is it doable given my circumstances?
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December 16, 2025 • 16 mins
I've done a decent job of saving for retirement over my career, but most of my savings are in pre-tax accounts. Should I switch it up for the last couple of years?
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December 15, 2025 • 26 mins
I'm a widow at 61 and have twin 17 year olds heading to college next year. I would like to retire in two years, but want to make sure that I have enough saved for retirement and college for the kids.
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December 12, 2025 • 18 mins
I'm in the middle of a messy divorce, once the dust settles, how do I get my financial life back on track?
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December 11, 2025 • 14 mins
After getting burned during the financial crisis, I'm starting to worry that we're saving our money in the wrong places.
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December 10, 2025 • 10 mins
Is it time for me to make the switch from a pre-tax 401(k) to a Roth 401(k)?
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December 9, 2025 • 13 mins
We're in our 50s and seeking greater financial flexibility as we start to plan for our retirement.
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December 8, 2025 • 15 mins
Am I on track to have a bit more flexibility, or even retire, in just over two years at the age of 62?
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