

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 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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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 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.

11 snips
Aug 1, 2025 • 16min
55 With the Itch to Retire
Listeners dive into the pressing question of retirement timing as they ponder life after 58. Strategies to maximize pension and Social Security benefits are highlighted, alongside personalized advice for managing finances. The challenges of entrepreneurship are also discussed, emphasizing the diverse roles business owners take on and introducing a global commerce solution to streamline their efforts. Tune in for engaging insights and expert guidance to navigate your financial future!

15 snips
Jul 31, 2025 • 20min
Get Out of Here and Enjoy Your Life
Explore the journey of transitioning to part-time work in retirement and the importance of financial planning. Discover strategies to navigate personal finances after major life changes, like divorce, including insights on 403B accounts. Dive into retirement choices, contrasting pensions with annuities, and the significance of work-life balance. Finally, learn about the 'glide path' approach to retirement, emphasizing proactive health decision-making and positive daily actions in a changing world.