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 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.
Have a money question? Email us here
Subscribe to Jill on Money LIVE
Subscribe to Jill on Money Newsletter
YouTube: @jillonmoney
Instagram: @jillonmoney 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 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
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
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
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
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
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
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
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
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
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
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
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
10 snips
Aug 6, 2025 • 14min
Husband Is Afraid to Spend
This conversation dives into the fears surrounding spending money, especially as one approaches retirement. Strategies to manage financial anxieties are shared, highlighting the importance of comfort in spending savings. The value of hiring a financial advisor versus self-managing finances is also explored. Practical advice on navigating retirement funds aims to empower listeners to make informed financial decisions, while personal stories enrich the discussion.
11 snips
Aug 5, 2025 • 23min
Do I Need a Financial Advisor?
A listener navigates their experiences with three financial advisors, sharing humorous anecdotes and insights. The discussion delves into balancing multiple income sources like pensions and Social Security, while examining investment strategies. The conversation sheds light on the complexities of personal finance management and emphasizes proactive decision-making. Ultimately, it questions whether hiring a financial planner is essential for everyone, highlighting the importance of informed financial choices and available resources.
12 snips
Aug 4, 2025 • 22min
Need to Find Peace and Get Some Time Back
Discover strategies for reclaiming your time and finding peace amidst financial chaos. Hear real-life experiences of balancing work and parenting while planning for college expenses. Explore the intricacies of education compensation and retirement preparation. Learn how to navigate life insurance choices with a focus on community support. Each insight offers a unique perspective on achieving work-life balance and financial stability.
