Synopsis
Host Jill Schlesinger, CFP®, tackles sometimes uncomfortable and even controversial money and investing issues, without the financial jargon, to get to the heart of whats 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? Email us at askjill at jillonmoney dot com.
Episodes
-
The Importance of Natural Disaster Insurance
13/08/2026 Duration: 16minLast year, the cost of damage from natural disasters in the U.S. was $115 billion. Today we're discussing what you need to know about insurance for your home, whether you own or rent.Have a money question? Email us hereSubscribe to Jill on Money LIVE
-
How Are Americans Faring in This Economy?
12/08/2026 Duration: 20minI recently joined Jeremy Hobson on his show, The Follow Up, to discuss how Americans are navigating rising prices, the financial pressures facing households across the country, and the tough choices many families are making to balance their budgets in today's challenging economy.Have a money question? Email us hereSubscribe to Jill on Money LIVE
-
Taking Social Security Benefits Early
11/08/2026 Duration: 12minEven 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 money question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Are We in Good Shape or Do We Need to Shape Up?
10/08/2026 Duration: 16minWith two pensions in the mix, and retirement on the horizon, are we in good shape or do we need to shape up?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Out of Whack Asset Allocation
07/08/2026 Duration: 10minWith 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 hereSubscribe to Jill on Money LIVESubscribe to
-
Will the Renovation Derail Us?
06/08/2026 Duration: 31minWe're looking to do a major renovation project, will it jeopardize our long-term financial outlook?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Retirement Plan Options at New Job
05/08/2026 Duration: 18minWe're looking for the most tax efficient savings vehicle for retirement contributions in a new job.Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Downsized in Paradise, Can We Retire?
04/08/2026 Duration: 12minI 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 question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
International and Domestic Travel Tips
03/08/2026 Duration: 14minDo you need travel insurance? What about foreign currency? Maybe skip it all and do a staycation! We're discussing it all on this episode. Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Trump Account or 529 Plan?
31/07/2026 Duration: 13minWith the Trump Accounts now available, is the 529 plan still the best way to save for college?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Time to Sell the Family Home?
30/07/2026 Duration: 19minWith 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 question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Relocation in Retirement
29/07/2026 Duration: 15minShould I consider moving in retirement to improve my tax situation?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Given the Options, Are We Saving in the Right Places?
28/07/2026 Duration: 16minWe’re a high-earning couple in our 50s, and with several options available to us, we would like some feedback on our saving strategy.Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Help! I’m Going to Be a Grandma
27/07/2026 Duration: 19minWith 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 us hereSubscribe to Jill on Money LIVESubscribe to
-
Parents Supporting Adult Children
24/07/2026 Duration: 11minI recently joined CBS Saturday Morning with tips for parents who financially support their adult children.Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Tips for Retirement Planning
23/07/2026 Duration: 11minWorking and retired Americans are much less confident in their financial ability to maintain a comfortable retirement compared to a year ago, according to a new survey from the Employee Benefit Research Institute. Have a money question? Email us hereSubscribe to Jill on Money LIVE
-
How to Calculate the Monthly Spend?
22/07/2026 Duration: 21minI'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 our monthly spend.Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe
-
Priorities as I Prepare for Retirement
21/07/2026 Duration: 19minWith 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 hereSubscribe to Jill on Money LIVESubscribe to
-
Second Guessing My Financial Decisions
20/07/2026 Duration: 18minAfter 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 question? Email us hereSubscribe to Jill on Money LIVESubscribe to
-
Mid-Year Financial Check-In
17/07/2026 Duration: 10minI recently joined CBS Mornings with financial tips that will help you save money, from cutting bills and streaming services to savings accounts.Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to