Can I Call It Quits and Live a Little?
Jill on Money with Jill Schlesinger
Audacy
4.6 • 1.9K Ratings
🗓️ 20 January 2026
⏱️ 22 minutes
🧾️ Download transcript
Summary
I badly want to take a break from a well paying career, likely with no chance of going back, yet I'm concerned about healthcare until I turn 65.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
Transcript
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| 0:00.0 | Welcome to the Jill on Money show. |
| 0:05.7 | It's Tuesday, January 20th, and we are here trying to help you make better, sometimes less bad financial decisions. |
| 0:13.5 | We do that by asking you to do a little bit of work. |
| 0:16.9 | Go to our website, jillonmoney.com, click the contact us button, which is in the upper right hand |
| 0:22.4 | corner, no matter where you navigate on the site. And when you do that, a form will pop up. |
| 0:27.7 | Write us a note. Give us some details if you're shy and you don't think you want to come on the |
| 0:31.6 | program with us. But we really do love it when you join us live. That is so much richer of an experience for everybody. |
| 0:40.1 | And it allows us to ask follow-up questions. You know, we're so nosy. If you want to join us on |
| 0:45.0 | the air live, just check the box mark. We'll do everything else. Don't forget to sign up for the |
| 0:49.3 | free weekly newsletter while you are on that website, because that will also entitle you to our blog. |
| 0:55.1 | So a bunch of free stuff that lives on the website, go check it out. |
| 0:59.1 | Okay, today we are going to talk to Dan, who's on the line from California. |
| 1:04.3 | Hi, Dan. |
| 1:04.8 | How are you? |
| 1:06.3 | Jill and Mark. |
| 1:07.2 | We are great. |
| 1:08.3 | What can we do for you, sir? |
| 1:11.3 | We heard a little bit of a dilemma this time of our life, and we wanted to talk to you |
| 1:17.9 | about some key decisions that we're contemplating to take. |
| 1:21.8 | And one of the key things that we are considering right now is stopping work early. We actually have a |
| 1:33.3 | tentative date of made a year this year, 26. And we have been saving and investing last |
| 1:43.7 | five to six years diligently, and we've |
... |
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