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
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 • 22 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 • 23 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 • 27 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 • 19 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 • 11 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 • 14 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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December 5, 2025 • 13 mins
After playing with a bunch of retirement calculators, and seeing really positive results, are the numbers too good to be true?
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December 4, 2025 • 15 mins
After doing my best to keep our financial house in order, is it time to enlist the help of a financial planner?
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December 3, 2025 • 13 mins
How should we be managing our finances after learning that we'll need to care for a family member?
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December 2, 2025 • 12 mins
With a toddler in the mix, can we afford to cut back at work and spend more time with our child?
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December 1, 2025 • 13 mins
I think we have enough money but need some help convincing my wife that we're in solid shape.
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November 28, 2025 • 34 mins
With the year coming to a close, and with all the uncertainty given the tariffs and the recent government shutdown, Black Friday seems like a good time for a heat check on where things stand in the economy.
To help explain it all, we're joined by Diane Swonk, the Chief Economist at KPMG, who has always been a go-to source to make sense of short, and long-term, trends.
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November 27, 2025 • 44 mins
The sluggish employment landscape explains why workers are now “job hugging,” rather than job hopping. The challenge is to fight the urge to hunker down and instead try to be proactive and focus on what you can control.
That means raise your hand for any new opportunity at your company, update your LinkedIn profile/fire up your network, and consider pursuing any side hustle that might help your cash flow and spark creativity.
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November 26, 2025 • 25 mins
Our current asset allocation is 65% equities, 7% bonds, 28% cash/CDs, etc. My wife is concerned that we are taking on too much risk given our ages. Is she correct?
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November 25, 2025 • 16 mins
I have a 10 year ARM and I'm wondering if I should refinance or ride it out a bit longer and hope that rates continue to come down?
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