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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"

business investing

All Episodes

8:22

Ed Slott and the Five-Year Rule

Jill on Money with Jill Schlesinger ·

2025/03/14

Here's a snippet from our recent webinar with the one and only Ed Slott. This is just five minutes, there's another 55 minutes of Ed behind the paywall. You can sign up here. 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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15:28

Federal Worker Feeling the Uncertainty

Jill on Money with Jill Schlesinger ·

2025/03/13

After working in higher ed for 15 years, I was able to find my dream job in the federal government, but recent events have left my personal and financial future in a state of uncertainty. 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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16:42

Unplanned Early Retirement

Jill on Money with Jill Schlesinger ·

2025/03/12

I was laid off last November, an earlier retirement than I had planned, and now I'm wondering if I need to go back into the workforce. 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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20:37

Can We Retire in 2.5 Years?

Jill on Money with Jill Schlesinger ·

2025/03/11

With good money in our retirement accounts, and a few rental properties, I'm wondering if we'll be able to retire in roughly two years. 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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27:52

Help With the Big Picture

Jill on Money with Jill Schlesinger ·

2025/03/10

I have been a lifelong saver and investor, and between my husband and myself we have accumulated a significant nest egg, yet I feel like I need help with the big picture. 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

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37:15

Tune Out the Noise

Jill on Money with Jill Schlesinger ·

2025/03/07

Academy Award-winning filmmaker Errol Morris turns his lens to an unlikely cast of upstarts who transformed the investment landscape in the documentary Tune Out the Noise. The film chronicles a group of academics at the University of Chicago in the 1960s whose groundbreaking research challenged Wall Street’s status quo and was used by firms like Dimensional Fund Advisors to disrupt traditional methods of investing, ultimately reshaping the way the world views markets. On this episode of Jill on

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18:56

Should I Sell My DC Area Investment Properties?

Jill on Money with Jill Schlesinger ·

2025/03/06

With the new administration firing so many federal employees, should I be looking to sell my investment properties in the DC area?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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17:37

The Gap Between Retirement and Social Security

Jill on Money with Jill Schlesinger ·

2025/03/05

My husband and I have a plan for covering the gap between retirement and taking Social Security at 70. Is the plan solid?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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22:42

Should We Stay or Can We Go Now?

Jill on Money with Jill Schlesinger ·

2025/03/04

We are at a crossroads, and while we think we have the savings to call it quits, we need a second opinion. 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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20:15

On Track for Retirement at 65?

Jill on Money with Jill Schlesinger ·

2025/03/03

I'm about to turn 60 and my plan is to call it quits in five years at 65. 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

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12:54

Early Retirement From Federal Service

Jill on Money with Jill Schlesinger ·

2025/02/28

I'm a federal worker and have the possibility of accepting a voluntary early retirement. Given the current chaotic environment, I'm thinking I want to do it. Do I have enough saved?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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14:03

Additional Retirement Savings Advice

Jill on Money with Jill Schlesinger ·

2025/02/27

Given that our retirement savings are so heavily skewed on the pre-tax side, I am wondering if increasing our Roth contributions is the right 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

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18:07

Can I Take On More Risk?

Jill on Money with Jill Schlesinger ·

2025/02/26

We both plan to work and invest until we are 70, and possibly beyond in part-time roles, so I am wondering if we can be a bit more aggressive for the next few years?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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23:07

Moving From Saver to Spender

Jill on Money with Jill Schlesinger ·

2025/02/25

We are just about to retire and the thought of spending the money rather than saving is a difficult shift. Any advice on how to make this transition?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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22:55

Navigating Retirement in France

Jill on Money with Jill Schlesinger ·

2025/02/24

Now that I'm living in France, I would like to review my financial situation and get some guidance on how to transition to living off my savings after many years of working and being a very diligent saver. 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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36:55

Alternative Investing With Fundrise CEO Ben Miller

Jill on Money with Jill Schlesinger ·

2025/02/21

Today we're joined by Ben Miller, co-founder & CEO of Fundrise, a real estate investment platform that uses technology to make high-quality real estate investments available to everyone at a low cost. Since launching its first offering in 2012, Fundrise has invested in more than $7 billion worth of real estate across the country. Today, they manage more than $2.87 billion of equity on behalf of more than 385,000+ individual investors. Have a money question? Email us here Subscribe to Jill on Money

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20:02

What to Do With Pension Lump Sum?

Jill on Money with Jill Schlesinger ·

2025/02/20

My pension won't be coming for quite a few years, but I'm trying to plan now what the best course of action should be when the time comes.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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17:28

Is Now the Time for Fixed Index Annuities?

Jill on Money with Jill Schlesinger ·

2025/02/19

We found an advisor that we really like who claims to be a fiduciary, but he is suggesting we invest our "protected" money in fixed index annuities. Should we run?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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14:29

Can I Reduce My Savings Rate?

Jill on Money with Jill Schlesinger ·

2025/02/18

My longterm plan of getting out of debt and having six months of emergency savings will be completed at the end of this year. Once that happens, can I reduce my savings rate? 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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21:14

Analyzing Deferred Comp Options

Jill on Money with Jill Schlesinger ·

2025/02/17

My wife has a deferred comp plan that annuitizes if she stays with the company until the age of 60, otherwise all deferred comp is paid in a lump sum. Should we be concerned? 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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