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

How Can I Help My Grandmother? 29.09.2021

My 81-year-old grandmother is not in a great financial situation, is there anything more I can be doing to help her out? 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 My Husband Ditch His Pension? 28.09.2021

How much is a big fat guaranteed pension worth? So much that you'd be insane to walk away from 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 .

Can I Start a New Endeavor at 57? 27.09.2021

Here we go, yet another career change related question. Pre-COVID, we got maybe five of these all year, now it seems like we're getting five a week. 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 .

Machiavelli for Women Part Two 26.09.2021

This weekend we welcome Stacey Vanek Smith , NPR host of The Indicator and correspondent for Planet Money , who joined us to discuss her recently released book, Machiavelli for Women: Defend Your Worth, Grow Your Ambition, and Win the Workplace . Women have been making strides towards equality for decades, or so we’re often told. They’ve been increasingly entering male-dominated areas of the workf...

Machiavelli for Women Part One 25.09.2021

This weekend we welcome Stacey Vanek Smith , NPR host of The Indicator and correspondent for Planet Money , who joined us to discuss her recently released book, Machiavelli for Women: Defend Your Worth, Grow Your Ambition, and Win the Workplace . Women have been making strides towards equality for decades, or so we’re often told. They’ve been increasingly entering male-dominated areas of the workf...

Is Our Portfolio Too Conservative? 24.09.2021

Even though we're retired, is our portfolio too conservative? Are we missing out on returns? Should we be taking more risk? 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 .

My Gap Year 23.09.2021

The pandemic has caused a lot of people to reevaluate their current professional and personal situations, and our next caller is just the latest example. 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 .

Stocks See Lowest Drop Since May 22.09.2021

Monday, stocks saw the biggest drop in months due to a Chinese property developer on the brink of bankruptcy. I joined CBS Mornings to discuss the impact on the market, what investors should do now and if this will impact the two-day Federal Reserve meeting. 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"...

Are We on Target for Retirement? 21.09.2021

Are we on track for a solid retirement? I think that has become the most popular question we receive, that and Roth related questions. Here we go with our latest caller. 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 .

We’re 57, Can We Retire at 60? 20.09.2021

When I run the numbers it looks like we're in good shape, so can my wife and I call it quits in three years, retire at 60, and do some traveling?  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 .

Thrift Savings Plan For All Part Two 19.09.2021

This weekend on the show we're joined by labor economist Teresa Ghilarducci and her new co-author, Kevin Hassett (former Trump administration CEA Chair) to discuss their recently released white paper outlining a plan to help millions of Americans build retirement wealth.  The duo attempt to generate a practical solution to the savings crisis, with their proposal showing the impact of expanding acc...

Thrift Savings Plan For All Part One 18.09.2021

This weekend on the show we're joined by labor economist Teresa Ghilarducci and her new co-author, Kevin Hassett (former Trump administration CEA Chair) to discuss their recently released white paper outlining a plan to help millions of Americans build retirement wealth.  The duo attempt to generate a practical solution to the savings crisis, with their proposal showing the impact of expanding acc...

Are We Paying Too Much in Fees? 17.09.2021

With fees for the do-it-yourself investor at near zero, how do you know if you're being charged too much by your advisor? 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 39, Can I Semi-Retire in Eight Years? 16.09.2021

I work in a career that I despise and it's taking a toll on my mental and physical health, can I power through and semi-retire in eight years? 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 .

Labor Market Concerns 15.09.2021

Today we're talking about the surprising August unemployment numbers and why people are still unemployed and what those searching for a job should do. 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 Cash on the Sidelines? 14.09.2021

Now that a home purchase is off the table, what should you do with the cash that was set aside for the down payment? 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 .

Sell the Rental and Invest the Proceeds? 13.09.2021

With the real estate market on fire, should we sell our rental and invest the proceeds, or just stick with the rental income? 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 .

Remembering 9/11 Part Two 12.09.2021

Twenty years after Sept. 11, we're giving you a break from the money talk, and instead re-airing an interview we did back in 2017 with retired Admiral William “Bill” McRaven. If Bill’s name sounds familiar, it’s because he presided over the 2011 Navy SEAL raid that resulted in the killing of Osama bin Laden in Pakistan. Bill was the man who identified the body when it was flown back to Afghanistan...

Remembering 9/11 Part One 11.09.2021

Twenty years after Sept. 11, we're giving you a break from the money talk, and instead re-airing an interview we did back in 2017 with retired Admiral William “Bill” McRaven. If Bill’s name sounds familiar, it’s because he presided over the 2011 Navy SEAL raid that resulted in the killing of Osama bin Laden in Pakistan. Bill was the man who identified the body when it was flown back to Afghanistan...

Is Paying Off Mortgage Early Worth It? 10.09.2021

With an extra $900 each month, does it make sense to pay extra on the mortgage, or put the money in the market? 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 .

Convert Rollover IRA to Roth? 09.09.2021

Five years ago the rollover IRA was worth $55,000, now it's worth $125,000, should we still consider converting to 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 .

Does Our Plan Have Any Holes? 08.09.2021

When it comes to your retirement plan and running the numbers, what are some of the red flags you should be looking out for? 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 It Okay to Invest the Emergency Fund? 07.09.2021

I know you guys are fed up with your emergency reserves earning bupkis, but does that mean you should consider placing the money in something riskier? 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 Sell a Rental to Pay Off Debt? 06.09.2021

With 90k in student loan debt, does it make sense to sell a rental property and wipe the slate clean? 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 Retire in 3-4 Years? 05.09.2021

Here we go, our latest question about early retirement, this time a couple looking to call it quits in 3-4 years. 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 .

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