

Jill on Money with Jill Schlesinger
Audacy
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
Mentioned books

Aug 20, 2025 • 16min
Trying to Figure Out Our Next Steps
Dive into a financial journey as a couple navigates their retirement plans and explores real estate options. They discuss aligning savings with their future aspirations and tackle the complexities of possible relocation. Valuable insights into Roth contributions and flexible job options also emerge, showcasing the need for a balanced approach to financial planning. Plus, the emotional side of money management takes center stage, making it relatable and engaging for listeners.

18 snips
Aug 19, 2025 • 18min
At an Inflection Point, Seeking Guidance
Navigating career changes and financial decisions takes center stage. The hosts dissect the implications of unused vacation payouts and retirement strategies. They delve into the risks associated with Continuing Care Retirement Communities and share stories about exit strategies. A highlight includes an inspiring listener's success story, emphasizing the value of communication in care planning. Plus, there's insightful advice for anyone contemplating a sabbatical or evaluating in-home care options.

Aug 18, 2025 • 18min
My Planner Is Suggesting I Buy an Annuity
A financial planner is suggesting I purchase an annuity as a "private pension." Is this product necessary in my situation?
Have a money question? Email us here
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Aug 15, 2025 • 18min
The Wealth Ladder With Nick Maggiulli
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 demanding its own strategy. What works at Level 1 won’t cut it at Level 6, and vice versa.
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Aug 14, 2025 • 18min
Annuity Decision Headache
Should I absorb the annuity surrender charges and reinvest the money into my current investment, which is earning 9% compounded quarterly?
Have a money question? Email us here
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Aug 13, 2025 • 21min
How to Invest Inheritance?
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?
Have a money question? Email us here
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Twitter: @jillonmoney
"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Aug 12, 2025 • 24min
Can I Continue to Coast?
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?
Have a money question? Email us here
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Twitter: @jillonmoney
"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Aug 11, 2025 • 19min
Am I on the Correct Path?
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.
Have a money question? Email us here
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Twitter: @jillonmoney
"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Aug 8, 2025 • 18min
Possible Health Issues, Can I Retire?
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?
Have a money question? Email us here
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YouTube: @jillonmoney
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Twitter: @jillonmoney
"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Aug 7, 2025 • 25min
Can I Retire at the End of This Year?
Are we in a good spot for me to step away from my job and retire (age 58) at end of the year?
Have a money question? Email us here
Subscribe to Jill on Money LIVE
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YouTube: @jillonmoney
Instagram: @jillonmoney
Twitter: @jillonmoney
"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices