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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
Is Our Plan Solid? 11.11.2025 12:55
With a large inheritance sitting in CDs, should we leave the money as is or start investing it? Have a money question? Email us here Subscribe to ...
Finding a Financial Advisor 10.11.2025 12:21
I think now is the time for a financial advisor. How do I find the right one? Have a money question? Email us here Subscribe to ...
Best Strategy for Flexibility 07.11.2025 13:40
With early retirement in our plans, should we switch from retirement accounts to a brokerage account? Have a money question? Email us here Subscribe to ...
Terrified of Making the Wrong Move 06.11.2025 17:04
With some bad financial decisions in our past, and a large inheritance now in the picture, we're terrified of making the wrong move. Have a money question? Email us here Subscribe to ...
Next Financial Steps After Divorce 05.11.2025 20:33
With a recent divorce now in the rearview mirror, what's the right financial game plan to ensure that I'm still on track for a solid retirement? Have a money question? Email us here Subscribe...
Can I Go Part-Time? 04.11.2025 16:53
With four rental properties providing income, and low expenses, is it okay if I transition into part-time work? Have a money question? Email us here Subscribe to ...
Furloughed and New Job Search 03.11.2025 15:48
Even though my husband is currently furloughed, is it okay if I start looking for a new (lesser paying) job? Have a money question? Email us here Subscribe to ...
Introducing How We Made Your Mother Season 2! 01.11.2025 5:09
It’s been 20 years since How I Met Your Mother premiered, and just over 10 years since the finale. Josh Radnor, who played “Ted” for nine seasons teams up with series co-creator Craig Thomas for this episode-by-episode rewatch podcast. For the superfans, HWMYM will get into all the secrets, theories, and pineapples, but we'll also use HIMYM – and our relationship to it two decades later – to talk...
Buy a Home or Invest Instead? 31.10.2025 17:01
Am I better off continuing to rent and investing my commission checks in the stock market or should I be looking to buy? Have a money question? Email us here Subscribe to ...
Can We Retire in Five Years? 30.10.2025 20:01
We are both 52 years old and my husband is completely burned out at his corporate job. Is retirement in five years a possibility? Have a money question? Email us here Subscribe to ...
Is a Market Crash Coming? 29.10.2025 14:24
I'm worried sick that we are on the verge of a market crash. What do you think? Have a money question? Email us here Subscribe to ...
Debt Pay Off Questions 28.10.2025 20:34
I'm 66 and have been retired for four years, but I still have some outstanding debt, how should I tackle? Have a money question? Email us here Subscribe to ...
Estate Planning for My Parents 27.10.2025 17:20
I'm 40 years old and am navigating the complexities of figuring out my aging parents' estate plan. Am I taking the right steps? Have a money question? Email us here Subscribe to ...
Estate Planning Awareness 24.10.2025 7:45
To recognize National Estate Planning Awareness Week, here's a snippet from our recent webinar with Juliet Kalib and Rick Kahler . Juliet is a trusts and estates attorney and Rick is a fee-only financial planner as well as a financial therapist. If you want to see the full hour, you can sign up here . Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmone...
Can We Make Our Dream a Reality? 23.10.2025 22:53
With two pensions on the horizon, would it be a bad idea to severely deplete our retirement accounts to purchase our dream vacation home? Have a money question? Email us here Subscribe to ...
Should I Go for the Promotion? 22.10.2025 19:33
I’m starting to feel burnout at work, and I’m being pushed by leadership to take on even more responsibilities for a promotion. Should I do it? Have a money question? Email us here Subscribe to ...
Can We Run Off to Travel the World? 21.10.2025 18:59
I'm 52 years old and am burnt out after working in technology for 30 years. Can I quit/retire and do a bit of traveling? Have a money question? Email us here Subscribe to ...
Furloughed With First Child on the Way 20.10.2025 16:47
We're both federal employees and my wife is currently furloughed and pregnant with our first child. How do we navigate this period? Have a money question? Email us here Subscribe to ...
I’m 67, Am I Ok to Retire? 17.10.2025 13:34
If I retire at 68 in 2026, I have forecasted a monthly Social Security and pension income that will cover expenses and offer a $1,300 cushion. Do you think I am okay to retire? Have a money question? Email us here...
My Gut Wants to Be Free of the Mortgage 16.10.2025 17:50
My gut wants to be free of the mortgage, but I also want to make the best financial decision. Please help! I hate being in limbo! Have a money question? Email us here Subscribe to ...
Squinting to See Light at the End of the Tunnel 15.10.2025 15:30
I don't enjoy my job, so I want to be sure I'm doing everything possible to reach the day when I can call my employer and say I'm not coming in ever again. Have a money question? Email us here Subscribe to ...
Is It Time for Us to Get a CFP? 14.10.2025 19:53
I’ve always done our finances, but think it might be time to hand it off to a professional, but I’m really struggling with letting go. Can you help? Have a money question? Email us here Subscribe to ...
Is Our Financial Picture Too Complex? 13.10.2025 19:48
I'm feeling like we've got too many irons in the financial fire. Can we pull a couple out? Have a money question? Email us here Subscribe to ...
Whole Life Policy With Inheritance? 10.10.2025 16:44
My uncle overseas passed away and left me a sizable inheritance. The advisor I’ve been working with recommended a whole life insurance policy. What do you think? Have a money question? Email us here Subscribe to ...
Is Retirement in Five Years Possible? 09.10.2025 16:40
My wife and I are both in our mid 50s and we're planning for retirement in about five years, can we do it? Have a money question? Email us here Subscribe to ...
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