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Jill on Money with Jill Schlesinger
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 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.
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Episodes
Too Much in Pre-Tax Retirement? 16.12.2025 14:54
I've done a decent job of saving for retirement over my career, but most of my savings are in pre-tax accounts. Should I switch it up for the last couple of years? Have a money question? Email us here...
Can I Retire in Two Years? 15.12.2025 25:27
I'm a widow at 61 and have twin 17 year olds heading to college next year. I would like to retire in two years, but want to make sure that I have enough saved for retirement and college for the kids. Have a money question? Email us here...
Restarting After a Divorce 12.12.2025 17:04
I'm in the middle of a messy divorce, once the dust settles, how do I get my financial life back on track? Have a money question? Email us here Subscribe to ...
Saving in the Wrong Places 11.12.2025 12:53
After getting burned during the financial crisis, I'm starting to worry that we're saving our money in the wrong places. Have a money question? Email us here Subscribe to ...
Roth or Pre-Tax 401(k)? 10.12.2025 9:13
Is it time for me to make the switch from a pre-tax 401(k) to a Roth 401(k)? Have a money question? Email us here Subscribe to ...
Seeking Financial Flexibility 09.12.2025 12:29
We're in our 50s and seeking greater financial flexibility as we start to plan for our retirement. Have a money question? Email us here Subscribe to ...
Can I Retire in Just Over Two Years? 08.12.2025 13:33
Am I on track to have a bit more flexibility, or even retire, in just over two years at the age of 62? Have a money question? Email us here Subscribe to ...
Are the Numbers Too Good to Be True? 05.12.2025 11:52
After playing with a bunch of retirement calculators, and seeing really positive results, are the numbers too good to be true? Have a money question? Email us here Subscribe to ...
Keeping All the Balls in the Air 04.12.2025 13:46
After doing my best to keep our financial house in order, is it time to enlist the help of a financial planner? Have a money question? Email us here Subscribe to ...
Planning Around a Diagnosis 03.12.2025 11:44
How should we be managing our finances after learning that we'll need to care for a family member? Have a money question? Email us here Subscribe to ...
Can We Cut Back on Work? 02.12.2025 10:37
With a toddler in the mix, can we afford to cut back at work and spend more time with our child? Have a money question? Email us here Subscribe to ...
Is One Million Enough? 01.12.2025 11:05
I think we have enough money but need some help convincing my wife that we're in solid shape. Have a money question? Email us here Subscribe to ...
State of the Economy With Diane Swonk 28.11.2025 32:09
With the year coming to a close, and with all the uncertainty given the tariffs and the recent government shutdown, Black Friday seems like a good time for a heat check on where things stand in the economy. To help explain it all, we're joined by Diane Swonk , the Chief Economist at KPMG, who has always been a go-to source to make sense of short, and long-term, trends. Have a money question? Email...
The Stages of Job Loss 27.11.2025 42:16
The sluggish employment landscape explains why workers are now “job hugging,” rather than job hopping. The challenge is to fight the urge to hunker down and instead try to be proactive and focus on what you can control. That means raise your hand for any new opportunity at your company, update your LinkedIn profile/fire up your network, and consider pursuing any side hustle that might help your ca...
Wife Questioning Asset Allocation 26.11.2025 23:07
Our current asset allocation is 65% equities, 7% bonds, 28% cash/CDs, etc. My wife is concerned that we are taking on too much risk given our ages. Is she correct? Have a money question? Email us here...
Should I Refinance to Fixed Rate? 25.11.2025 14:10
I have a 10 year ARM and I'm wondering if I should refinance or ride it out a bit longer and hope that rates continue to come down? Have a money question? Email us here...
Major Move Before Retirement 24.11.2025 20:00
I made a big move in 2023 and am considering doing it again and I need your input because I don't want to blow up our retirement plans. Have a money question? Email us here...
A Simple, Tax-Smart Account for Charitable Giving 21.11.2025 25:35
With Thanksgiving around the corner, the charitable giving season is upon us and changes are afoot. Of course, most people give because they want to do good, but the tax rules around philanthropy have always been an added sweetener. To break it all down, we're joined by Fred Kaynor from DAFgiving360 . The mission of DAFgiving360 is to increase charitable giving in the U.S. by providing a tax-smart...
Buckets in Retirement 20.11.2025 16:35
With hopes of calling it quits in just a few years, when should I pull money from my different "buckets" once I get into retirement? Have a money question? Email us here...
How to Manage Inherited Money 19.11.2025 22:12
With a large inheritance sitting in cash, should I leave it as is and take the peace of mind it provides, or invest it? Have a money question? Email us here Subscribe to ...
Help for Mom and Me 18.11.2025 14:13
I find myself at a fork in the road, and I'm hoping you can help me choose the right financial path. Have a money question? Email us here Subscribe to ...
Pension and Renovation Decisions 17.11.2025 17:06
Is it foolish if I spend $300k on a renovation project during retirement? Have a money question? Email us here Subscribe to ...
Retirement and College Expenses 14.11.2025 22:00
Retirement and college expenses are on a collision course, how should we handle both? Have a money question? Email us here Subscribe to ...
Red Flag Warning 13.11.2025 12:06
Should we run screaming from a potential financial planner or am I overreacting? Have a money question? Email us here Subscribe to ...
Tap TSP for Renovations? 12.11.2025 21:36
Will we blow up our financial plan if we tap the TSP to fund a renovation project? Have a money question? Email us here Subscribe to ...
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