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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

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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13:32

Want to Retire but Have Concerns

Jill on Money with Jill Schlesinger ·

2025/04/25

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

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16:21

Should I Go All Roth?

Jill on Money with Jill Schlesinger ·

2025/04/24

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. 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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17:14

On Track for Retirement in Seven Years?

Jill on Money with Jill Schlesinger ·

2025/04/23

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. 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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12:27

Convincing Hubby We Have Enough

Jill on Money with Jill Schlesinger ·

2025/04/22

My husband thinks we don't have enough money to retire, I think we do. 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 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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16:42

Am I Okay to Retire in a Year?

Jill on Money with Jill Schlesinger ·

2025/04/21

With a lot of retirement decisions to be made, we want to make sure we don't mess things up. 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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18:45

Concerns About My Financial Advisor

Jill on Money with Jill Schlesinger ·

2025/04/18

Due to some concerns regarding my financial advisor, should I be looking for somebody new to manage my money?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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11:46

Good Time to Increase Roth Conversions?

Jill on Money with Jill Schlesinger ·

2025/04/17

In thinking about what to do in this economic downturn, I was wondering whether stepping up our Roth conversions might be a smart move? 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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18:54

Anxious About Retirement Plan

Jill on Money with Jill Schlesinger ·

2025/04/16

We've been planning on retiring later this year, but the volatility of the current political and financial arenas is making us anxious and giving us pause. 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

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15:21

Conflicted About Early Retirement Offer

Jill on Money with Jill Schlesinger ·

2025/04/15

As a mid-to-late career federal worker, should I even consider the buyout and early retirement offer that's currently on the table? 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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16:19

Can I Use the Rule of 55 and Retire?

Jill on Money with Jill Schlesinger ·

2025/04/14

I don’t like my job. So, do I take the leap now, or push through for a few more years? What are the real pros and cons beyond just the numbers? 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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11:07

Introducing: What We Spend

Jill on Money with Jill Schlesinger ·

2025/04/12

Imagine if you could ask someone anything you wanted about their finances. On What We Spend, people from across the country and across the financial spectrum are opening their wallets—and their lives—to tell you everything: what they make, what they want, and—for one week—what they spend.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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