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.

Author

Audacy

Category

Business

Podcast website

www.jillonmoney.com

Latest episode

Jul 10, 2026

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Episodes

Weathering the Economic Headwinds Part One 23.07.2022

Is everything more expensive than it used to be? Yes, more-or-less, that's the reality facing Americans and it's not clear when consumer prices will ease. And on that note, this weekend we're running my appearance on The Takeout , a podcast hosted by Major Garrett , Chief Washington Correspondent for CBS News. It was a fun conversation about inflation, interest rates and what you can do to weather...

HSA or Roth? 22.07.2022

With an extra $5k to invest, should I use a Health Savings Account (HSA) or a Roth? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

How to Avoid Falling Victim to Financial Fraud 21.07.2022

I joined CBS Mornings to discuss IRS scams and how to avoid them, including which red flags to watch for, and how to report them to the government. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Can We Take a Sabbatical? 20.07.2022

We're thinking about selling our small business and taking a sabbatical. Are we crazy? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Tax Strategies in Retirement 19.07.2022

The good news is that we've accumulated a ton of money. What I find confusing is how to strike the right balance between pre-paying taxes and managing the increased costs, including IRMAA, Social Security taxes and capital gains taxes. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel...

Helping Mom as She Transitions to Long-Term Care 18.07.2022

My mother is 93 years old and because her memory and ability to care for herself have noticeably declined this past year, we moved her into a memory care facility. How do we go about developing a financial strategy to support the recent change? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is...

I’m Thinking About Paying off the Mortgage 17.07.2022

With a unique situation on my hands, I'm thinking about paying off the mortgage. Does it make sense?   Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Is My Money Safe? 16.07.2022

When it comes to my money being insured, is it okay to have one large taxable account, or should I have a few smaller brokerage accounts?   Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

What Do You Think of Our Plan? 15.07.2022

We're married, in our early to mid 50s and planning to retire in two years. After a real estate sale, we should clear about $600k which will be our bridge account. Are there any holes in the plan?  Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Prepping for a Possible Recession 14.07.2022

With inflation at a 41 year high, and the Federal Reserve raising interest rates, many financial experts warn of an economic slow down. I joined CBS Mornings to discuss how to protect your finances during this uncertain time. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, w...

Retiring With a Disabled Daughter 13.07.2022

My daughter is disabled and will most likely be financially and socially dependent on us for the rest of our lives. How should we be thinking about retirement? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

I’m Fried, Can I Retire? 12.07.2022

Working as a school nurse during COVID has accelerated my anxiety to the point that all I think about is retiring. Can I do it?  Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

When Can I Retire?! 11.07.2022

Given the possibility of layoffs with my current employer, I'm thinking that I'd like to retire in 2-4 years. Is this doable?  Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Target Date Funds 10.07.2022

Should I be using a target date fund, or can I create my own sort of target date fund allocation using individual index funds?  Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Should We Be Using a Roth 401(k)? 09.07.2022

After using our pre-tax 401(k) for years, we now have the Roth option. Should we switch things up?  Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

How to Invest Extra Money 08.07.2022

With some extra money on hand due to an inheritance, I'm wondering what's the best way to put the money to work? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Best Way to Plan for Retirement 07.07.2022

41 years old and self-employed, what's the best way for me to save for retirement? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Already Retired, but Need a Plan 06.07.2022

I accepted an early retirement package, which I took as a lump sum, and now I need help with all the proceeds in my rollover IRA. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

The Frugal Way to Travel Part Two 05.07.2022

The summer travel season is officially upon us, and for the first time in a long time, it feels like millions of Americans will be hitting the roads and taking to the skies to enjoy their long awaited vacations. I know I'm Europe bound and Mark will be as well in August. That's why we're re-running an interview we did (pre-Covid) with Seth Kugel , currently the Tripped Up columnist at the New York...

The Frugal Way to Travel Part One 04.07.2022

The summer travel season is officially upon us, and for the first time in a long time, it feels like millions of Americans will be hitting the roads and taking to the skies to enjoy their long awaited vacations. I know I'm Europe bound and Mark will be as well in August. That's why we're re-running an interview we did (pre-Covid) with Seth Kugel , currently the Tripped Up columnist at the New York...

Loving Capitalism Part Two 03.07.2022

Since the 4th of July holiday is upon us, we're going to re-run an interview we did with Ken Langone, the legendary financier, who helped take a bunch of companies public before co-founding Home Depot. He joined us a few years back to talk about his book, I Love Capitalism!: An American Story , but really it was just a fascinating conversation with a guy who grew up in a working-class family, put...

Loving Capitalism Part One 02.07.2022

Since the 4th of July holiday is upon us, we're going to re-run an interview we did with Ken Langone, the legendary financier, who helped take a bunch of companies public before co-founding Home Depot. He joined us a few years back to talk about his book, I Love Capitalism!: An American Story , but really it was just a fascinating conversation with a guy who grew up in a working-class family, put...

41 and Planning for the Future 01.07.2022

41 years old and finally trying to plan ahead for the future, is there anything I should be thinking about that's not on my radar? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

In Our Mid 40s, Are We on Track? 30.06.2022

After having to learn the basics of personal finance on my own, I just want to make sure my trajectory is going in the right direction. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

When to Take My Pension 29.06.2022

I am lucky enough to have a great pension from a great company. I was originally thinking I would take it in January of 2023, but with the market down, maybe I should wait?  Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

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