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
September 4, 2025 • 17 mins
What's the best way to manage four different annuities, plus Social Security, during my retirement years?
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September 3, 2025 • 12 mins
The calculators tell me I'm okay for retirement, are they correct?
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September 2, 2025 • 15 mins
With Roth conversions permitted within my workplace retirement plan, what's the best way to handle the taxes?
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September 1, 2025 • 9 mins
With two pension choices to choose from, which one makes the most sense given our situation?
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August 29, 2025 • 14 mins
As we approach retirement age, are the finances where they should be at this stage of our lives?
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August 28, 2025 • 14 mins
Is it a good move to ditch my target date fund and instead invest a bit more aggressively?
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August 27, 2025 • 20 mins
How much extra money can we afford to spend on "fun" things, such as travel and hobbies?
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August 26, 2025 • 17 mins
When I retire next year, I'll have various retirement accounts, should I look to consolidate them?
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August 25, 2025 • 15 mins
With different pension options to choose from, we're not sure which one to pick for my husband.
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August 22, 2025 • 18 mins
Am I in a good position to scale back at work and pursue my next endeavor and live a bit more?
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August 21, 2025 • 13 mins
I know I’ve saved (what for me) seems like a ton of money but I'm not sure how to transition to not having a steady paycheck.
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August 20, 2025 • 15 mins
We think we are on track with our savings and want to figure out how and when we decide to sell our house and move somewhere else.
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August 19, 2025 • 18 mins
While my job is good, lamentably, the relationship with my boss is not. My position is due for renewal later this year and I'm fairly certain it will not be renewed.
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August 18, 2025 • 17 mins
A financial planner is suggesting I purchase an annuity as a "private pension." Is this product necessary in my situation?
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August 15, 2025 • 18 mins
Today we're joined by Nick Maggiulli, Chief Operating Officer for Ritholtz Wealth Management LLC, to discuss his recently released book, The Wealth Ladder: Proven Strategies for Every Step of Your Financial Life.
The book is not a get-rich-quick scheme or a one-size-fits-all solution to your money problems. It’s a new philosophy for thinking about money altogether, and it breaks wealth into six distinct levels, each dem...
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August 14, 2025 • 18 mins
Should I absorb the annuity surrender charges and reinvest the money into my current investment, which is earning 9% compounded quarterly?
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August 13, 2025 • 20 mins
I would feel horrible losing a large portion of a recent inheritance, so I want to be careful, but I also want to maximize its earnings potential. What are my options?
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August 12, 2025 • 24 mins
When it comes to finances, I generally take the path of least resistance. Do I need to take a more active role or can I continue to coast?
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August 11, 2025 • 19 mins
I would like to get some feedback on my plan and check if I am on the right path or if I should be making some tweaks along the way.
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August 8, 2025 • 18 mins
I am 61 and my husband is 59. We've been discussing my retiring next year and he would retire two years later when he is 62. Is this doable?
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