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Jill on Money 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 2,559 episodes

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

Parents Supporting Adult Children

I recently joined CBS Saturday Morning with tips for parents who financially support their adult children. Have a money question? Email us ⁠...

11:30Jul 24, 2026

Tips for Retirement Planning

Working and retired Americans are much less confident in their financial ability to maintain a comfortable retirement compared to a year ago...

11:53Jul 23, 2026

How to Calculate the Monthly Spend?

I've been tempted to contact the show to do a "how am I doing" check-in, but have one thing holding me back. I'm having trouble figuring out...

21:44Jul 22, 2026

Priorities as I Prepare for Retirement

With three more years left in the workforce, how should I be preparing as I start to think about retirement? Have a money question? Email us...

19:48Jul 21, 2026

Second Guessing My Financial Decisions

After making some recent financial money moves, I'm starting to wonder if I made the right decision or if I made a mistake? Have a money que...

18:33Jul 20, 2026