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 each week 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.
Episodes
February 2, 2026 • 16 mins
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.
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January 30, 2026 • 38 mins
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 makes life worth living, and it is ...
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January 29, 2026 • 16 mins
I’m debating whether to pay off our mortgage. We currently owe $187kat a 5.4% interest rate on a home worth about $800k.
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January 28, 2026 • 22 mins
Given a bad diagnosis for my wife, can we safely build her dream cabin and retire early?
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January 27, 2026 • 20 mins
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.
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January 26, 2026 • 9 mins
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.
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January 23, 2026 • 19 mins
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?
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January 22, 2026 • 18 mins
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.
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January 21, 2026 • 16 mins
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?
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January 20, 2026 • 23 mins
I badly want to take a break from a well paying career, likely with no chance of going back, yet I'm concerned about healthcare until I turn 65.
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January 19, 2026 • 19 mins
Can I retire at 62 in 2027, or can I even call it quits a bit earlier and be done at the end of this year?
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January 16, 2026 • 18 mins
I'm 62 years old and burned out after 30 years as a nurse. I want to retire in 2026 if possible. Can I?
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January 15, 2026 • 20 mins
I want to stop working at my current job in the next few years and move into a second act job that is less stressful and more meaningful. Is it doable?
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January 14, 2026 • 15 mins
President Trump says he wants to cap credit card interest rates at 10% for a year by Jan. 20. I joined CBS Mornings to break down if the president has the ability to cap rates and what it would mean for you.
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January 13, 2026 • 16 mins
While I’m in the 22% tax bracket, should I begin making small annual Roth conversions?
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January 12, 2026 • 25 mins
As we head into retirement it feels like we're juggling a lot of moving parts. Is there anything we're missing?
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January 9, 2026 • 20 mins
Independent Registered Investment Advisors (RIAs) are professional independent advisory firms that provide personalized financial advice to their clients, many of whom have complex financial needs.
To break down all the ins and outs of RIAs, we're joined by Jon Beatty, head of Schwab Advisor Services at Charles Schwab. As Managing Director, Jon oversees the business that serves over 16,000 independent advisory firms that trus...
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January 8, 2026 • 14 mins
My employer recently announced that they will finally be offering a Roth 401(k) option. My plan is to start making Roth contributions. How will this impact my paycheck?
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January 7, 2026 • 14 mins
Can I fully retire in two or three years or do you think I'll need to find a part-time job?
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January 6, 2026 • 17 mins
President Trump claims Venezuela's oil industry will make more money with the U.S. behind it. Venezuela is estimated to have 303 billion barrels of crude oil still in the ground, which is about 20% of the world's reserves. I joined CBS Mornings to explain how it could impact U.S. prices.
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