Audacy
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
Changing Investment Firms 24.02.2026 15:18
My planner of 20 plus years has struck out on his own with a large fiduciary firm and would like me to move my money to his new company. Should I? Have a money question? Email us here...
Full-Time Caregiver, Will I Be Okay? 23.02.2026 17:52
I'm a full-time caregiver for my parents and now I'm starting to wonder if my own finances are okay for the long haul? Have a money question? Email us here...
Planning After the Death of My Wife 20.02.2026 18:51
After the death of my wife I'm looking to make some changes with my finances. Am I making a mistake? Have a money question? Email us here...
Am I on Track for a 2028 Retirement? 19.02.2026 21:35
There is a pretty good chance I am going to be offered a voluntary early retirement at some point in the near future. Am I in good shape to call it quits? Have a money question? Email us here...
Can We Retire Now if We Get Laid Off? 18.02.2026 13:28
If we wind up jobless next year, can we retire early and focus on our health? Have a money question? Email us here S...
Are We on the Correct Path? 17.02.2026 16:00
We’re DIY investors and are really just looking for a sanity check in terms of what’s a realistic retirement timeline and nest-egg target for a household like ours? Have a money question? Email us here...
Can I Quit My Job and Become an Artist? 16.02.2026 23:01
I want to quit my job and take the leap and try to write full-time, but the idea is terrifying. Should I do it? Have a money question? Email us here...
Retirement and Leaving a Legacy 13.02.2026 13:42
With two sizable pensions in the picture, can I retire and focus on leaving a legacy for my kids? Have a money question? Email us here...
Time for a Financial Reset? 12.02.2026 21:02
By letting go of my home, it opened up an entirely new career as a realtor and interior designer. Can this be my new path? Have a money question? Email us here...
I Got a Late Start, Am I Okay for Retirement? 11.02.2026 12:50
I got a late start, and even though my financial advisor says I am doing fine, I am still concerned about my retirement and would like another opinion. Have a money question? Email us here...
How to Handle Home Sale Proceeds 10.02.2026 14:58
After selling our prior house, we now have $250,000 in proceeds and want to be intentional about how we use it. Have a money question? Email us here...
Can I Move Up My Retirement Age? 09.02.2026 16:00
The plan was to retire in a few years at 67, but now I'm wondering if I can call it quits at the end of this year? Have a money question? Email us here...
Is Investing a Pipe Dream? 06.02.2026 20:09
Is there any hope for hard working, tax paying Americans who love this country but feel any investment is a pipe dream? Have a money question? Email us here...
Should I Pursue a Great Money Reset? 05.02.2026 16:39
Burnout at work is bad and I think I might be ready for my “Great Money Reset” in the form of a sabbatical of some type. Can I do it? Have a money question? Email us here...
Can I Retire Before Kids Are Done With College? 04.02.2026 17:18
I'm 49 and would like to retire in seven years at 56 before my kids are finished with college. Doable? Have a money question? Email us here...
Can Dad Retire Comfortably? 03.02.2026 16:00
My dad is 68 and I've been his financial helper for the last few years. He wants to retire and I'd like to make sure I'm not missing something critical. Have a money question? Email us here...
Inherited IRA Opportunities? 02.02.2026 14:39
After receiving an inheritance in the form of an IRA and a brokerage account, I would like to use this money to change my life to better align with my goals. Have a money question? Email us here...
The Way of Excellence With Brad Stulberg 30.01.2026 35:54
Today we're joined by Brad Stulberg , author of the recently released book, The Way of Excellence: A Guide to True Greatness and Deep Satisfaction in a Chaotic World. Whether you are practicing guitar, pushing your limits at the gym, leading a team, honing a craft, studying medicine, or giving yourself the time and space to finally write that book, the pursuit of excellence is a big part of what...
To Pay Off My House or Not? 29.01.2026 14:46
I’m debating whether to pay off our mortgage. We currently owe $187k at a 5.4% interest rate on a home worth about $800k. Have a money question? Email us here...
My Wife Has Cancer, Can We Build Her Dream Cabin? 28.01.2026 21:02
Given a bad diagnosis for my wife, can we safely build her dream cabin and retire early? Have a money question? Email us here Subscribe to ...
Am I on Track to Retire Comfortably at Age 67? 27.01.2026 19:05
I have worked very hard to save as much as possible but I am not sure if it will be enough to maintain my current standard of living if I want to retire at 67. Have a money question? Email us here...
Tax Season 2026 Opens 26.01.2026 7:49
Tax filers, start your engines, tax season officially opens on January 26th and this year, there are going to be a slew of changes that could impact you. Have a money question? Email us here...
Save for Retirement or a House? 23.01.2026 17:35
As a single guy living in a high-cost area, am I better off renting forever or am I missing something by not pushing harder to buy? Have a money question? Email us here...
Inheritance Coming Our Way 22.01.2026 17:29
I am due to receive a big chunk of money as an inheritance and I'd love to get your input on how best to use the money. Have a money question? Email us here...
At What Age Would I Be Able to Retire? 21.01.2026 14:41
I live in a very expensive city and would like to remain here in retirement. Knowing this, how much longer will I need to work? Have a money question? Email us here...
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