
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.
Latest episodes

May 19, 2025 • 16min
Can We Go On a Reduced Schedule?
Both wife’s and my employer offers a 32-hour per week schedule with 20% reduction in pay. Can we take advantage of this without derailing our long-term financial game plan.
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

4 snips
May 16, 2025 • 18min
Why Save for Retirement?
The discussion kicks off with the importance of staying calm in financial decisions during turbulent times. A personal retirement journey shares strategies for managing 401k and Social Security as one plans to retire early. The emotional hurdles of investment regrets come to light, especially regarding paper bonds. Listeners are urged to focus on current financial well-being while weighing whether to invest or pay down debt. Finally, the significance of personal happiness in financial journeys is highlighted, alongside the essential role of real estate guidance.

May 15, 2025 • 24min
House Poor and Feeling Behind
I am 41, husband is 45, we have three kids and I can't help but feel like we are behind on saving for retirement and college. Should we be worried?
Have a money question? Email us here
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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

May 14, 2025 • 20min
Head vs Heart Financial Decision
We're no longer working and our only safety net is our savings and our investments. Are we safe?
Have a money question? Email us here
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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

May 13, 2025 • 17min
Do We Have Enough for Me to Retire?
I'm 58 years old and have a dream of retiring early, within the next year or two, or as early as possible. My husband thinks we both need to work until we're 65 to afford the retirement that we want. I disagree. Who's right?
Have a money question? Email us here
Subscribe to Jill on Money LIVE
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

May 12, 2025 • 20min
Retiring in June, Maybe Not a Good Idea?
I plan on retiring from my state job in about a month at the age of 65. The financial game plan seems to work on paper, but not with large margins. What do you think?
Have a money question? Email us here
Subscribe to Jill on Money LIVE
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

May 10, 2025 • 3min
Introducing: Aspire with Emma Grede
Build the life of your dreams and learn from the world’s most successful people.
Emma Grede, one of America’s richest self-made women, wants you to make the most of your life. On ‘Aspire with Emma Grede', learn through thought-provoking conversations with some of the most successful and smartest minds on the planet.
Each episode will unpack their habits, philosophy and strategies, covering career advice, well-being, psychology and of course how to win in business. The show offers personal stories, data-driven advice, real-world strategies, and the experience you need, to turn your dreams into reality. 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

May 9, 2025 • 23min
Retirement and Pension Options
If I want my pension to carry over to my wife after I pass, the penalty would be around $12k per year. Would it be smarter to take out a life insurance policy on myself?
Have a money question? Email us here
Subscribe to Jill on Money LIVE
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

May 8, 2025 • 15min
Am I on Track at 39 Years Old?
I'm 39 years old and have been with my employer for 15 years and plan to retire with them. Am I on track for a retirement around age 59?
Have a money question? Email us here
Subscribe to Jill on Money LIVE
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

May 7, 2025 • 12min
Did I Pull the Plug Too Soon?
Did I pull the retirement plug too early? And if so, should I get a part-time job?
Have a money question? Email us here
Subscribe to Jill on Money LIVE
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