

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

28 snips
Oct 13, 2025 • 22min
Is Our Financial Picture Too Complex?
Lisa, a listener from North Carolina, seeks advice on simplifying her family's complex finances, which include rental properties and two small businesses. Jill discusses strategies for managing retirement accounts and college savings plans for her children. They explore cash flow issues and the benefits of potentially selling a business to reduce stress. Jill encourages Lisa to consider letting go of one time-draining business to improve her financial situation and lifestyle flexibility.

5 snips
Oct 10, 2025 • 19min
Whole Life Policy With Inheritance?
John, a caller and executor of an overseas estate, seeks a second opinion after being advised to purchase a whole life insurance policy following a substantial inheritance of about $2.5 million. Jill clarifies the tax implications of transferring the inheritance to the U.S. and challenges the advice on whole life insurance. She recommends working with a certified financial planner instead and highlights the importance of comprehensive financial planning, especially after receiving an inheritance, to avoid high-pressure sales tactics.

23 snips
Oct 9, 2025 • 19min
Is Retirement in Five Years Possible?
Jim, a mid-50s registered nurse, seeks retirement advice as he and his wife plan to retire in five years. They discuss their $315k income, $1.9M retirement savings, and the debate between Roth vs. traditional accounts. Jill advises on rolling old IRAs into their 403(b), managing their $235k brokerage savings, and developing a strategy for Social Security to maximize benefits. They also explore pension payout options, potential housing changes to Texas, and healthcare costs leading up to Medicare. A comprehensive retirement roadmap unfolds!

9 snips
Oct 8, 2025 • 19min
Refinancing an ARM
Discover the pros and cons of refinancing your adjustable rate mortgage before it resets. Hear expert tips on when to lock in rates and how to monitor the market effectively. Jill dives into complex financial topics like life insurance versus 529 plans for college savings, and explains RMDs for those working past 72. Plus, she offers insights into choosing the right mortgage term and managing cash needs during a home sale. Get ready for a mix of practical advice and clear financial guidance!

22 snips
Oct 7, 2025 • 21min
Evaluating Job Options
Elle, a caller from Georgia, seeks advice on deciding whether to switch jobs. She discusses her current compensation of $127K, generous PTO, and the importance of work-life balance for her family. Jill Schlesinger helps her evaluate the new job's benefits, including a potential pay range of $130–160K. They assess the risks of sacrificing PTO and flexibility for higher pay, negotiating strategies, and the need for more information on travel requirements. Ultimately, Jill advises that Elle may need a total comp of $200K–$225K to justify the switch.

18 snips
Oct 6, 2025 • 19min
Making Our Next Move
Discussing life transitions, a listener shares her desire to sell her business and travel the world after her daughter finishes high school. Jill offers insights on managing finances and stresses the importance of liquidity over early mortgage repayments. With several rental properties generating cash flow, they explore the challenges of working abroad and the advantages of Bella's German background. Key advice revolves around controlling expenses and ensuring proper planning for a successful future.

10 snips
Oct 3, 2025 • 28min
Expanding What’s Possible With Money
Join Jana Davis, a Certified Financial Planner at Abacus Wealth Partners, as she shares her journey from news production to financial planning. She dives into the importance of fee-only advice and fiduciary duty, highlighting how they elevate client trust. Jana emphasizes that investment strategies should align with life goals, not just market returns. Discussing common financial pitfalls, she reveals how understanding clients' money stories can drive better planning and client relationships. Her insights into impact investing show a commitment to values-based wealth management.

Oct 2, 2025 • 9min
Impacts of Government Shutdown
I joined CBS Mornings to break down how the government shutdown could affect the economy and your personal finances.
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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

Oct 1, 2025 • 18min
70 and Still Working Full-Time
After only recently prioritizing my retirement, will I have enough money to last 25 years or so?
Have a money question? Email us here
Subscribe to Jill on Money LIVE
Subscribe to Jill on Money Newsletter
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

Oct 1, 2025 • 31min
You Might Also Like: What Should I Do With My Money? from Morgan Stanley
Kristin, a real estate agent, is totally stressed about money, especially when she thinks about her daughters' future. She does not like talking about money, but she really wants to set her kids up financially, just like her dad did for her. She's working with her financial advisor, Sarah, who's helping her navigate these worries, especially with perimenopause symptoms adding to her stress. They chat about retirement, what happens if she needs long-term care, and sorting out her will. Kristin learns that it's okay to spend a little on herself without feeling bad, and she rethinks her will to make sure her kids are really protected. Sarah's big message is that planning now will save a lot of headaches later and make everything financially clear.
https://www.morganstanley.com/ideas/what-should-I-do-with-my-money-podcast
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


