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Jill on Money with Jill Schlesinger

In-Plan Roth Conversions

Jill on Money with Jill Schlesinger

Audacy

Investing, Education, Business, Self-improvement

4.61.9K Ratings

🗓️ 2 September 2025

⏱️ 14 minutes

🧾️ Download transcript

Summary

With Roth conversions permitted within my workplace retirement plan, what's the best way to handle the taxes?

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Transcript

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0:00.0

Welcome to the Jill on Money Show. It's Tuesday, September 2nd. Yep, back to work, back to school,

0:09.3

back into the grind. I know. Sorry, gang. It's just where we are. And sometimes when we get back

0:15.2

into our routine, what happens is all the things that we thought we needed to do for ourselves,

0:20.0

we kind of put at the bottom of the

0:21.7

list. Maybe your kids are going back to school. Maybe you move someone into college and you're really

0:26.3

focused on that. Okay, I get it. Please don't put yourself last. We have to make sure that we

0:32.7

help you build your financial foundation. And if you've got a question about anything going on in your

0:37.9

financial life, we're here to help you out. Both Mark and I are certified financial planners.

0:42.1

We love answering your questions. We love talking to you. So get in touch with us. Go to

0:46.4

Jill onmoney.com. Click the contact us button. Write us a note. And if you'd like to join us live,

0:51.2

just check the box. Mark will do everything else. Right now, let's take an email.

0:56.3

This is from Mark.

0:57.3

And Mark says, beginning in 2026, in January of 26, my employer, that is the federal government,

1:05.9

is planning on offering in-plan Roth conversions from the traditional Thrift Savings Plan to the Roth Thrift

1:14.8

Savings Plan. I am planning to convert about $10,000 per year, which is roughly the same as my

1:21.9

employer's match. I've also been consistently contributing to the raw thrift savings plan.

1:27.9

If I convert this $10,000 in January, it looks like there are three ways to pay the taxes.

1:35.4

One, all at once by April 15th.

1:39.1

I think I'm being able to be April 15th of the next year, though, right?

1:43.0

Because if you're, right? So it's in January of 26, so you would pay it all at once in April of 2027. The second idea, split over four quarters on April 15th, June 15th, September 15th, and Jan 15. So when you make quarterly estimates, or through extra payroll withholding.

2:03.5

Given that I'm not converting very much, I think the easiest way would be to pay the taxes through

2:08.1

additional payroll withholding. Is there a reason not to do this? I don't think so. Do you see a reason

...

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