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Better Off with Jill Schlesinger

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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 anyo...

Episodes

20 of 2,581 episodes

Do I Need to Go Back to Work Full-Time?

I was recently part of a layoff and now I'm wondering if I need to go back to work full-time or will a part-time gig be enough? Have a money...

18:44Sep 15, 2026

Do I Have Too Many Funds?

I am considering changing advisors but not sure what questions to ask of my current advisor regarding the large number of funds he has us in...

21:28Sep 11, 2026

AI and Your Money

Should you let artificial intelligence manage your money? While AI might be able to help you come up with a budget, experts say there are ri...

9:56Sep 10, 2026

Impending Unexpected Surgery

With an unexpected surgery on the horizon, how should I be preparing for the worst case scenario? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

21:27Sep 9, 2026

Giving Myself Permission to Spend

With plenty of assets at my disposal, I still can't seem to give myself permission to spend. Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

26:57Sep 8, 2026

Happy Retirement to Our Auto Guru!

After 34 years with Consumer Reports, Mike Quincy is calling it a career, and on this Labor Day holiday, he joins us for his final appearanc...

47:31Sep 7, 2026

Am I Going in the Right Financial Direction?

After recently turning 50, I'm wondering if I'm going in the right financial direction? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

14:49Sep 4, 2026

Stuck in Financial Survival Mode

After working in non-profits for years and years, it feels like I'm always stuck in financial survival mode. Have a money question? Email us...

13:17Sep 3, 2026

On Track for Retirement at 56?

I'm only 51, but with a pension part of the equation, is retirement at 56 a possibility? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

14:15Sep 2, 2026

I’m 68, Is It Time to Stop Working?

I love my job, but at the age of 68, is it time to consider a life beyond work? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

10:58Sep 1, 2026

Turning 60 and Looking to Retire Very Soon

With a big birthday on the horizon, and a nice pension at work, am I in a position to call it quits? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠...

9:44Aug 31, 2026

The Forever Paycheck With Jean Chatzky

Today we're sharing a recent chat with ⁠⁠ Jean Chatzky , an award-winning personal finance journalist, AARP's personal finance ambassador, a...

30:20Aug 28, 2026

Second Guessing a Financial Decision

I purchased a financial product a while back and have been second-guessing myself ever since. Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

11:24Aug 27, 2026

Juggling Education and Retirement

With private school and college tuition now part of the equation, should I be looking to make some financial adjustments? Have a money quest...

13:09Aug 26, 2026

Handling a Nearly 50% Raise

After receiving a huge raise, please tell me the money moves I should be making to secure my financial future. Have a money question? Email...

9:05Aug 25, 2026

Does the Annuity Pitch Make Sense for Us?

Does the annuity pitch we've received make sense given our overall financial situation? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

22:32Aug 24, 2026

How to Get Rich in American History

Today we're sharing a recent chat with ⁠⁠Joseph Moore, author of How to Get Rich in American History: 300 Years of Financial Advice That Wor...

42:55Aug 21, 2026

Wrestling With Roth Conversion Decision

With retirement upon us, and with no kids in the picture, should we be looking to convert our hefty pre-tax accounts? Have a money question?...

20:30Aug 20, 2026

Handling Healthcare Expenses in Retirement

Some older Americans find themselves at a loss when it comes to managing healthcare expenses after retirement starts. Today we're discussing...

13:52Aug 19, 2026