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PODCAST

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"

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All Episodes

13:26

Mortgage Payoff Dilemma

Jill on Money with Jill Schlesinger ·

2025/05/22

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 on Money" theme music is by Joel Goodman, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.joelgoodman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. To learn

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20:40

Should I Leave My Job for a Pension?

Jill on Money with Jill Schlesinger ·

2025/05/21

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, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.joelgoodman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. To learn more about listener data and our privacy

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18:20

Will My Mom Be Okay in Retirement?

Jill on Money with Jill Schlesinger ·

2025/05/20

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 is by Joel Goodman, ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠www.joelgoodman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. To learn more about listener data

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15:59

Can We Go On a Reduced Schedule?

Jill on Money with Jill Schlesinger ·

2025/05/19

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 "Jill on Money" theme music is by Joel Goodman, ⁠⁠⁠⁠⁠⁠⁠⁠⁠www.joelgoodman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠. To learn

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17:33

Why Save for Retirement?

Jill on Money with Jill Schlesinger ·

2025/05/16

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: ⁠⁠⁠⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠⁠⁠⁠ "Jill on Money" theme music is by Joel Goodman,

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23:51

House Poor and Feeling Behind

Jill on Money with Jill Schlesinger ·

2025/05/15

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 Goodman, ⁠⁠⁠⁠⁠⁠⁠www.joelgoodman.com⁠⁠⁠⁠⁠⁠⁠. To learn more about listener data and our privacy

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20:01

Head vs Heart Financial Decision

Jill on Money with Jill Schlesinger ·

2025/05/14

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. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn

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16:44

Do We Have Enough for Me to Retire?

Jill on Money with Jill Schlesinger ·

2025/05/13

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: ⁠⁠⁠⁠⁠@jillonmoney⁠⁠⁠⁠⁠ "Jill on Money" theme music is by Joel Goodman, ⁠⁠⁠⁠⁠www.joelgoodman.com⁠⁠⁠⁠⁠. To

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19:42

Retiring in June, Maybe Not a Good Idea?

Jill on Money with Jill Schlesinger ·

2025/05/12

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.joelgoodman.com⁠⁠⁠⁠. To learn more about listener data and our privacy practices visit:

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2:31

Introducing: Aspire with Emma Grede

Jill on Money with Jill Schlesinger ·

2025/05/10

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 advice, well-being, psychology and of course how to win in business. The show offers personal stories,

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22:48

Retirement and Pension Options

Jill on Money with Jill Schlesinger ·

2025/05/09

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.joelgoodman.com⁠⁠⁠. To learn more about listener data and our privacy practices visit:

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15:29

Am I on Track at 39 Years Old?

Jill on Money with Jill Schlesinger ·

2025/05/08

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. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about

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11:56

Did I Pull the Plug Too Soon?

Jill on Money with Jill Schlesinger ·

2025/05/07

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. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices

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15:49

Rocky Markets, Time for an Annuity?

Jill on Money with Jill Schlesinger ·

2025/05/06

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. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn

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18:47

In Our Mid 50s, Can We Retire?

Jill on Money with Jill Schlesinger ·

2025/05/05

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. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit

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14:51

Should I Use TSP to Payoff Mortgage?

Jill on Money with Jill Schlesinger ·

2025/05/02

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. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit

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17:56

Should We Invest in This Climate?

Jill on Money with Jill Schlesinger ·

2025/05/01

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. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit

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12:42

I’m 47, Can I Retire Next Year?

Jill on Money with Jill Schlesinger ·

2025/04/30

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. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

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13:19

Do I Need to Work Longer?

Jill on Money with Jill Schlesinger ·

2025/04/29

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. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

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15:04

Do We Have Enough for Retirement?

Jill on Money with Jill Schlesinger ·

2025/04/28

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. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit

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