

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

6 snips
Jul 25, 2025 • 15min
60 and Planning for Retirement at 67
A listener navigates their retirement plans, wondering if they're on track for a secure future. The discussion dives into income sources like Social Security and pensions. Key strategies for withdrawing from retirement accounts are explored, alongside the timing for claiming benefits. The importance of managing minimum required distributions is highlighted, with tips on tax implications. Investment strategies focusing on low-cost index funds are also examined, encouraging personalized advice for a solid financial path.

10 snips
Jul 24, 2025 • 17min
Job Change With No 401(k)
Explore the impact of AI on jobs in finance and media, as experts discuss its limitations compared to human experience. Learn how to navigate 401(k) transitions during a job change and weigh the pros and cons of lump sum versus monthly pension payouts. Gain insights into retirement strategies, from life insurance to Social Security claims, and discover effective saving methods. The importance of timing withdrawals and maximizing contributions is emphasized, making financial planning feel empowering and accessible.

4 snips
Jul 23, 2025 • 15min
Federal Service Early Retirement
The podcast dives into the significance of making smart financial moves during key life events like retirement. It discusses the retirement plans for federal employees, emphasizing pensions, spousal benefits, and Social Security. Listeners learn about managing personal retirement savings, including the ins and outs of IRAs. A couple shares their thoughts on approaching retirement, focusing on finances and aspirations. Finally, the importance of estate planning is highlighted, reassuring listeners about securing their financial future.

5 snips
Jul 22, 2025 • 14min
529 Plans vs Trump Accounts
The discussion dives into the new Trump Accounts and whether they outshine traditional 529 plans for college savings. Listeners hear about the complexities of timeshare exits and retirement planning challenges, including healthcare costs. The balance between leaving a legacy for children and enjoying retirement is explored, emphasizing experiences over mere savings. Finally, the notion of financial independence is celebrated, likening it to the freedom of summer vacation and encouraging listeners to engage with their financial journeys.

10 snips
Jul 21, 2025 • 19min
How Far Behind Am I?
Tuning into personal finance, the hosts tackle the stress of retirement planning, especially when expectations clash with reality. A listener shares their transition from carefree spending in their twenties to grappling with serious financial decisions in their forties. The dialogue delves into the importance of clear communication with financial advisors and family responsibilities. They also discuss optimizing retirement contributions and the essentials of estate planning. Listeners are encouraged to seek resources when feeling financially overwhelmed.

7 snips
Jul 18, 2025 • 20min
Need a Better Plan to Retire in Three Years
Listeners dive into the world of retirement planning, where personal stories highlight the complexities of navigating financial decisions. From tackling health uncertainties to leveraging home equity, the dialogue underscores the importance of customized strategies. The episode also explores critical aspects like insurance before age 65, job satisfaction's impact on retirement, and the essential nature of estate planning. Humor adds a light touch as they address the realities of adult children returning home. It's an insightful blend of advice and real-life challenges!

12 snips
Jul 17, 2025 • 12min
Don’t Earn Much, Am I on Track?
Can you retire at 59 with a low cost of living? The discussion dives into personal retirement strategies, highlighting the balance between income streams and savings. Insights on navigating Social Security benefits bring clarity, especially for those with health concerns. The importance of tax management and effective use of Roth IRAs is emphasized, providing listeners with actionable financial planning tips. This episode encourages thoughtful evaluation of retirement goals for a sustainable future.

12 snips
Jul 16, 2025 • 17min
Any Reason Not to Buy the Annuity?
A listener grapples with the enticing option of using pre-tax funds to buy an annuity, sparking a lively discussion about the pros and cons. The hosts navigate the complexities of retirement planning, highlighting the importance of weighing financial choices. They also tackle the challenges of caring for aging parents while supporting adult children, emphasizing savvy financial strategies. Annuities are demystified, revealing their potential as a security blanket for retirement, with a call for professional advice to aid decision-making.

14 snips
Jul 15, 2025 • 25min
Two Academics Facing Unstable Time
Dive into the financial rollercoaster faced by academics. Discover the challenges of tenure, salary negotiations, and the intricacies of retirement plans without traditional pensions. The hosts discuss mortgage refinancing and the impact of homeownership on savings, all while keeping the mood light. Key advice includes maintaining flexibility and having a financial safety net during uncertain times. Engaging insights paired with humor make navigating these complex issues feel less daunting!

14 snips
Jul 14, 2025 • 17min
Worried to Death
This episode dives deep into the financial anxieties that often accompany retirement. A retired federal employee shares fears about losing everything they’ve worked for. The hosts provide practical advice on tracking expenses and adjusting investments for stability. They discuss the transition to low-risk investments and why understanding your financial situation is crucial. Listeners gain valuable insights on how to secure their financial future and reduce anxiety, ensuring a calm approach to retirement.