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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
Life Has Changed, Are We Okay? 30.03.2026 20:01
With some changes within our household, I'm wondering if I'm still on track to retire in my 60s? Have a money question? Email us here...
Can I Quit My Job at 57? 27.03.2026 23:46
I'm burned out and looking for reassurance that I am in a good financial position in order to leave my job. Have a money question? Email us here...
Laid Off at 62, Will We Be Okay? 26.03.2026 23:18
My husband just got laid off after 20 years at the same company. Will we be okay? Have a money question? Email us here...
Struggling to Even Think of Retirement 25.03.2026 26:01
If we continue doing what we're doing for the next 20 years or so, are we on track to retire at 70? Have a money question? Email us here...
Is 67 Our Magic Number to Retire? 24.03.2026 13:32
With various accounts scattered between us, we're wondering if we'll be able to retire in five years when we turn 67? Have a money question? Email us here...
Balancing Retirement With Tuition 23.03.2026 19:54
We adopted two children late in life, and with both now in high school, we are trying to balance saving for retirement with the upcoming college tuition. Have a money question? Email us here...
Welcome to Becoming You with Suzy Welch 21.03.2026 1:59
Here on Jill on Money, we spend a lot of time crunching the numbers. We talk about the "how" of your life, the 401(k), the tax strategies, and the early retirement aspirations. But we all know that the "why" is often the hardest part to solve. That’s why I’m so excited to introduce you to a voice who is cutting through the noise of modern life and work: Suzy Welch. Suzy is a three-time New York Ti...
Too Much in a Single Stock? 20.03.2026 27:46
With over a million-dollars in a single stock, are we taking on too much risk? Have a money question? Email us here...
Can I Retire in 18 Months? 19.03.2026 18:01
Knowing that my wife will continue to work, and I may even do some part-time work, can I retire from my full-time job in the near future? Have a money question? Email us here...
Are We on Track, or Way Off? 18.03.2026 14:49
On the one hand I think we save a lot, but we also make a lot, so it feels like we also spend a lot! Are we on track, or way off? Have a money question? Email us here...
Moving From Saving to Spending 17.03.2026 19:58
Now that I'm fully retired, I'm having a hard time making the transition from saving to spending. Have a money question? Email us here...
Thinking About Quitting My Job 16.03.2026 14:19
I'm thinking about quitting my job without getting another job. The thought of doing this stresses me out, but my husband says that we would be fine on his income alone. Is he right? Have a money question? Email us here...
Options After Losing Retirement Match 13.03.2026 18:14
Now that my employer ditched the company match, is it even worth using the retirement plan? Have a money question? Email us here...
Is Early Retirement a Possibility? 12.03.2026 17:56
Given our fairly low expenses, is it reasonable to “retire” once we reach three million in assets? Have a money question? Email us here...
Can We Stop Saving for College? 11.03.2026 13:29
With two young kids, and with a lot of money already saved in 529 plans, is it wrong to think we can stop saving for college? Have a money question? Email us here...
Are We Really Ready to Retire Early? 10.03.2026 19:39
My husband wants to retire in a year when he turns 55, but I don't feel comfortable with our numbers. Am I wrong? Have a money question? Email us here...
Impact of Iran War on Economy 09.03.2026 7:05
I joined CBS Saturday Morning to discuss how the war against Iran is impacting the overall economy. Have a money question? Email us here...
Career Transitions With the Help of AI 06.03.2026 32:39
From the CEO of Boxed to the artificial intelligence landscape, Chieh Huang is back on the show to discuss his latest creation, Pelgo , an AI generated personal career transition agent, whether you're starting out, leveling up, or reinventing what’s next. Have a money question? Email us ...
Financially Supporting a Parent 05.03.2026 23:40
Five years ago, my mom sold her house and moved in with us, and we're covering all her expenses. Are we jeopardizing our own retirement? Have a money question? Email us here...
How to Handle My Pension Options 04.03.2026 16:46
With various pension options to choose from, analysis paralysis is starting to set in. Have a money question? Email us here...
On Track for FINE? 03.03.2026 18:24
As we pursue financial independence, could an annuity act as a pension and give us a floor so we feel comfortable spending a set amount? Have a money question? Email us here...
Should I Convert My TSP? 02.03.2026 12:28
With no need to tap my pre-tax retirement accounts, should I consider converting to a Roth? Have a money question? Email us here...
Do I Need to Find Another Job? 27.02.2026 18:52
After being laid off in 2024, I'm starting to wonder if I really need to keep looking for another job? Have a money question? Email us here...
Why Not a Roth Conversion? 26.02.2026 16:56
Under which scenario would a Roth conversion not make the most sense? Have a money question? Email us here...
Reducing Retirement Savings for a House 25.02.2026 18:04
Would it be a mistake to reduce our retirement savings in order to float the purchase of a more expensive house? Have a money question? Email us here...
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