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

Make Your Bed: Little Things That Can Change Your Life 26.05.2025

In honor of the Memorial Day holiday, we're once again 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. A few years later in 2014, the four-star admiral and 37-year Navy SEAL veteran delivered the commencement spee...

Should I Put Extra Money in a Brokerage? 23.05.2025

Now that my school loans are paid off, I'm wondering what to do with my extra cash flow as well as a pretty large savings account. Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Subscribe to ⁠Jill on Money Newsletter⁠ YouTube: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Twitter: ⁠...

Mortgage Payoff Dilemma 22.05.2025

From what I can see, I could pay off my mortgage and still be able to live easily on Social Security and a tiny pension. Should I do it? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ "Jill...

Should I Leave My Job for a Pension? 21.05.2025

Should I leave my private sector job for a similar job with the government, one that comes with a pension? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ "Jill on Money" theme music is by Joel Goodman...

Will My Mom Be Okay in Retirement? 20.05.2025

My mom is somewhat late on saving for retirement and I want to understand the kind of shape she’s in as she prepares for the exit ramp. Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ "Jill on Money" theme music...

Can We Go On a Reduced Schedule? 19.05.2025

Both wife’s and my employer offers a 32-hour per week schedule with 20% reduction in pay. Can we take advantage of this without derailing our long-term financial game plan. Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠⁠⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠⁠...

Why Save for Retirement? 16.05.2025

How can I help convince my friend to save for retirement? He and his wife are both state workers and will be entitled to a pension, so they don’t see a need to save any additional funds. Should I care? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠⁠⁠⁠⁠@j...

House Poor and Feeling Behind 15.05.2025

I am 41, husband is 45, we have three kids and I can't help but feel like we are behind on saving for retirement and college. Should we be worried? Have a money question? Email us ⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠ "Jill on Money" theme music is by Joel Goodma...

Head vs Heart Financial Decision 14.05.2025

We're no longer working and our only safety net is our savings and our investments. Are we safe? Have a money question? Email us ⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠ "Jill on Money" theme music is by Joel Goodman, ⁠⁠⁠⁠⁠⁠www.joelgoodman.com⁠⁠⁠⁠⁠⁠ .

Do We Have Enough for Me to Retire? 13.05.2025

I'm 58 years old and have a dream of retiring early, within the next year or two, or as early as possible. My husband thinks we both need to work until we're 65 to afford the retirement that we want. I disagree. Who's right? Have a money question? Email us ⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠⁠@jillo...

Retiring in June, Maybe Not a Good Idea? 12.05.2025

I plan on retiring from my state job in about a month at the age of 65. The financial game plan seems to work on paper, but not with large margins. What do you think? Have a money question? Email us ⁠⁠⁠⁠here⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠ "Jill on Money" theme music is by Joel Goodman, ⁠⁠⁠⁠www....

Introducing: Aspire with Emma Grede 10.05.2025

Build the life of your dreams and learn from the world’s most successful people. Emma Grede, one of America’s richest self-made women, wants you to make the most of your life. On ‘Aspire with Emma Grede', learn through thought-provoking conversations with some of the most successful and smartest minds on the planet. Each episode will unpack their habits, philosophy and strategies, covering career...

Retirement and Pension Options 09.05.2025

If I want my pension to carry over to my wife after I pass, the penalty would be around $12k per year. Would it be smarter to take out a life insurance policy on myself? Have a money question? Email us ⁠⁠⁠here⁠⁠⁠ Subscribe to ⁠⁠⁠Jill on Money LIVE⁠⁠⁠ YouTube: ⁠⁠⁠@jillonmoney⁠⁠⁠ Instagram: ⁠⁠⁠@jillonmoney⁠⁠⁠ Twitter: ⁠⁠⁠@jillonmoney⁠⁠⁠ "Jill on Money" theme music is by Joel Goodman, ⁠⁠⁠www.joelgood...

Am I on Track at 39 Years Old? 08.05.2025

I'm 39 years old and have been with my employer for 15 years and plan to retire with them. Am I on track for a retirement around age 59? Have a money question? Email us ⁠⁠here⁠⁠ Subscribe to ⁠⁠Jill on Money LIVE⁠⁠ YouTube: ⁠⁠@jillonmoney⁠⁠ Instagram: ⁠⁠@jillonmoney⁠⁠ Twitter: ⁠⁠@jillonmoney⁠⁠ "Jill on Money" theme music is by Joel Goodman, ⁠⁠www.joelgoodman.com⁠⁠ .

Did I Pull the Plug Too Soon? 07.05.2025

Did I pull the retirement plug too early? And if so, should I get a part-time job? Have a money question? Email us ⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠ "Jill on Money" theme music is by Joel Goodman, ⁠⁠⁠⁠⁠www.joelgoodman.com⁠⁠⁠⁠⁠ .

Rocky Markets, Time for an Annuity? 06.05.2025

Given the rocky markets we've seen the last few weeks, is this the ideal environment to consider the purchase of an annuity? Have a money question? Email us ⁠⁠⁠⁠here⁠⁠⁠⁠ Subscribe to ⁠⁠⁠⁠Jill on Money LIVE⁠⁠⁠⁠ YouTube: ⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠ Twitter: ⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠ "Jill on Money" theme music is by Joel Goodman, ⁠⁠⁠⁠www.joelgoodman.com⁠⁠⁠⁠ .

In Our Mid 50s, Can We Retire? 05.05.2025

We're in our mid 50s and ready to call it quits, can we do it? Have a money question? Email us ⁠⁠⁠here⁠⁠⁠ Subscribe to ⁠⁠⁠Jill on Money LIVE⁠⁠⁠ YouTube: ⁠⁠⁠@jillonmoney⁠⁠⁠ Instagram: ⁠⁠⁠@jillonmoney⁠⁠⁠ Twitter: ⁠⁠⁠@jillonmoney⁠⁠⁠ "Jill on Money" theme music is by Joel Goodman, ⁠⁠⁠www.joelgoodman.com⁠⁠⁠ .

Should I Use TSP to Payoff Mortgage? 02.05.2025

I'm 70 years old and I want to payoff my mortgage ASAP. Should I use my TSP to pay it off? Have a money question? Email us ⁠here⁠ Subscribe to ⁠Jill on Money LIVE⁠ YouTube: ⁠@jillonmoney⁠ Instagram: ⁠@jillonmoney⁠ Twitter: ⁠@jillonmoney⁠ "Jill on Money" theme music is by Joel Goodman, ⁠www.joelgoodman.com⁠ .

Should We Invest in This Climate? 01.05.2025

With some proceeds from a real estate transaction about to come our way, should we invest in the market or wait until things settle down? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

I’m 47, Can I Retire Next Year? 30.04.2025

I'm only 47, yet I'm burned out and looking to call it quits next year, for good. Can I do it? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Do I Need to Work Longer? 29.04.2025

After taking a lower paying job, I'm now worried that I might have to work longer than anticipated. Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Do We Have Enough for Retirement? 28.04.2025

I think we have enough saved for retirement, but given how crazy the world is right now, I need some reassurance. Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Want to Retire but Have Concerns 25.04.2025

I was thinking of retiring soon, however with the current state of the stock market I am not sure now is a good time and I want to make sure we have enough to weather a recession. Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Should I Go All Roth? 24.04.2025

With a combined income of $320k, should I be making all my retirement contributions Roth? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

On Track for Retirement in Seven Years? 23.04.2025

My goal is to retire in exactly seven years. Am I on track to make this happen? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

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