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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...

Better Off with Jill Schlesinger Podcast Guide

Listen to Better Off with Jill Schlesinger, a Business podcast. Stream 2,564 episodes in English, follow new audio stories, and play episodes online on Radio and Podcast.

Show Topic

Browse this show under Business podcasts.

Episodes

20 episodes are loaded now from a catalog of 2,564. More episodes can be opened from this page.

Episodes

20 of 2,564 episodes

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

Should I Consolidate Accounts?

I recently started a new job, and with my old 401(k) still with the old employer, should I be looking to consolidate accounts? Have a money...

15:59Aug 18, 2026

Buying vs Renting Struggle

I'm in a new city, still own my house in the old city, and now I'm wondering if I should try to buy another piece of real estate. Have a mon...

17:09Aug 17, 2026

Stay Calm With David Booth

Today we're sharing a recent chat with ⁠⁠ David Booth , founder and Chairman of Dimensional Fund Advisors . A trailblazer in the financial w...

40:47Aug 14, 2026

How Are Americans Faring in This Economy?

I recently joined Jeremy Hobson on his show, The Follow Up , to discuss how Americans are navigating rising prices, the financial pressures...

20:52Aug 12, 2026

Taking Social Security Benefits Early

Even though I don’t need Social Security benefits to meet my monthly expenses, I still took them early at 67. Did I make a mistake? Have a m...

12:57Aug 11, 2026

Out of Whack Asset Allocation

With my asset allocation out of whack, should I bite the bullet and fix it all at once, or slowly over time? Have a money question? Email us...

10:53Aug 7, 2026

Will the Renovation Derail Us?

We're looking to do a major renovation project, will it jeopardize our long-term financial outlook? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠...

31:42Aug 6, 2026

Retirement Plan Options at New Job

We're looking for the most tax efficient savings vehicle for retirement contributions in a new job. Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠...

18:58Aug 5, 2026

Downsized in Paradise, Can We Retire?

I want to retire at the end of this year, can we do this without spreading ourselves too thin, or blowing up our savings? Have a money quest...

12:42Aug 4, 2026

International and Domestic Travel Tips

Do you need travel insurance? What about foreign currency? Maybe skip it all and do a staycation! We're discussing it all on this episode. H...

14:47Aug 3, 2026

Trump Account or 529 Plan?

With the Trump Accounts now available, is the 529 plan still the best way to save for college? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

13:25Jul 31, 2026

Time to Sell the Family Home?

With a lot of variables at play, my husband and I can't decide if we should sell our house or not. I say yes, he's not so sure. Have a money...

19:42Jul 30, 2026

Relocation in Retirement

Should I consider moving in retirement to improve my tax situation? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠...

15:32Jul 29, 2026

Help! I’m Going to Be a Grandma

With my first grandchild on the way, I'm trying to figure out the best way to move a bit closer to the family. Have a money question? Email...

19:01Jul 27, 2026