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

Can We Retire in Two Years? 27.05.2021

The goal is to retire in just under two years, basically 1/1/2023. Are you on track to achieve your goals? Is there anything that needs to be tweaked? Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Investing in a Zig Zag Stock Market 26.05.2021

May has been a volatile month for the stock market amid concerns over inflation and how the Federal Reserve might respond. I joined CBSN to discuss how to navigate the choppy waters.  Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Should We Buy or Keep Renting? 25.05.2021

In this absolutely insane housing market, does it make sense to buy or keep renting? It depends. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Punished for Being Single? 24.05.2021

Am I being punished by the tax code for being single? Or should I find something more important to worry about? Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

The Whiteness of Wealth Part Two 23.05.2021

Our guest this weekend, Dorothy A. Brown , became a tax lawyer to get away from race. As a young black girl growing up in the South Bronx, she’d seen how racism limited the lives of her family and neighbors.  Her law school classes offered a refreshing contrast: Tax law was about numbers, and the only color that mattered was green. But when Brown sat down to prepare tax returns for her parents, sh...

The Whiteness of Wealth Part One 22.05.2021

Our guest this weekend, Dorothy A. Brown , became a tax lawyer to get away from race. As a young black girl growing up in the South Bronx, she’d seen how racism limited the lives of her family and neighbors.  Her law school classes offered a refreshing contrast: Tax law was about numbers, and the only color that mattered was green. But when Brown sat down to prepare tax returns for her parents, sh...

Am I Okay Using a Robo-Advisor? 21.05.2021

If your situation is fairly straightforward, is there anything wrong with using a robo-advisor? Or are you better off using an actual financial advisor? Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Tips for Switching Careers 20.05.2021

According to a Pew survey, 66% of unemployed workers considered a new career during the pandemic. I joined CBS This Morning with some tips to consider when making a career change. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Knocked Down but Not Out 19.05.2021

The pandemic knocked a lot of people down. Thankfully some were able to get back up. Our latest caller is an example of the latter. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Retirement Checkup 18.05.2021

Saving for your golden years is often the easy part, trying to figure out how to live in retirement can be the hard part. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Are We Over Saving for Retirement? 17.05.2021

Are you over saving for retirement to the point where you're not able to totally enjoy life? If so, it may be time to reevaluate the game plan. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Dream First, Details Later Part Two 16.05.2021

This weekend we're joined by Ellen Bennet , author of Dream First, Details Later: How to Quit Overthinking & Make It Happen ! As a 24-year-old line cook, Ellen Marie Bennett couldn't stand the kitchen staff’s poorly designed, cheaply made aprons. So when her head chef announced he was ordering a new batch, she blurted out, “Chef, I have an apron company” even though she had no company, no busi...

Dream First, Details Later Part One 15.05.2021

This weekend we're joined by Ellen Bennet , author of Dream First, Details Later: How to Quit Overthinking & Make It Happen ! As a 24-year-old line cook, Ellen Marie Bennett couldn't stand the kitchen staff’s poorly designed, cheaply made aprons. So when her head chef announced he was ordering a new batch, she blurted out, “Chef, I have an apron company” even though she had no company, no busi...

Inflation Fears 14.05.2021

The Consumer Price Index rose 4.2% in the past year, the biggest growth in 12 1/2 years. Prices from computer chips & cars to groceries, gas and lumber continue to rise, and a recent study indicates that many Americans are concerned about the rise in household expenses. On today's show I'll do my best to put these numbers into perspective. Have a money question? Email me here . Please leave us...

Are We Trying to Time the Market? 13.05.2021

Today I get to play the role of marriage counselor! One spouse has some investment ideas and the other isn't exactly sold on the idea. Who's right? Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Prepping for Retirement 12.05.2021

You've done a great job of saving for retirement, and I mean GREAT, but now you're wondering how you'll be impacted by taxes and RMDs. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Getting on Track for Retirement 11.05.2021

What's the best way to get on track for retirement? That's an easy one my friends! Start socking away that money :) Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Last Minute Tax Tips 10.05.2021

I joined CBS This Morning to discuss what Americans need to know about filing for taxes this year, ahead of Tax Day on May 17. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

BONUS: Small Business Bootcamp 10.05.2021

I am often asked about the best retirement plan options for entrepreneurs and sole proprietors. There's a lot of choices out there, and it's not always so easy to determine which plan makes the most sense, that's why on this episode we're glad to welcome back Michael Goodman for a little small business bootcamp! As the president of Wealthstream Advisors in New York City, Michael knows firsthand wh...

Spring Housing Market Part Two 09.05.2021

I think it's officially time for a deep dive on the spring housing market. Joining us this weekend is Maria Fregosi , the Chief Investment Officer at Homepoint Financial . Where is the housing market going next? Despite the fact that we are coming to the end of the pandemic with accelerated vaccinations, many companies have announced that employees working from home may continue to do so permanent...

Spring Housing Market Part One 08.05.2021

I think it's officially time for a deep dive on the spring housing market. Joining us this weekend is Maria Fregosi , the Chief Investment Officer at Homepoint Financial . Where is the housing market going next? Despite the fact that we are coming to the end of the pandemic with accelerated vaccinations, many companies have announced that employees working from home may continue to do so permanent...

Can We Retire at 53 and 57? 07.05.2021

Who wouldn't want to retire early and travel the world? Our latest caller is trying to make that dream a reality. Can she pull it off? Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Should I Be Doing Roth Conversions? 06.05.2021

Stop the presses, it's yet another question about whether or not it makes sense to be doing Roth conversions. All Roth, all the time, by far the most popular topic on the show. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Roth or Pre-Tax 401(k)? 05.05.2021

Just like yesterday, we have a caller trying to figure out if it makes sense to use the Roth 401(k) option at work. Unlike yesterday, this is a pretty straightforward question. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Second Guessing My Roth Decision 04.05.2021

You recently made the decision to make your 401(k) contributions post-tax and now you're wondering if you made the right decision. This particular scenario is certainly not a black-and-white situation. Have a money question? Email me here . 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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