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Main Street Business

#618 What to do if you can’t pay your taxes

Main Street Business

Mark J Kohler and Mat Sorensen

Tax Reform, Entrepreneurship, Business, Irs Updates, Tax Tips, Legal Compliance, Business Structure, Tax Prep, Accounting, Tax Strategies, Management, Financial Reporting, Estate Planning

2.4584 Ratings

🗓️ 21 April 2026

⏱️ 34 minutes

🧾️ Download transcript

Summary

Can't pay your taxes? Get a Comprehensive Tax and Business Consultation so this never happens again. Book a Call Here Marks most recent article - https://markjkohler.com/blog/what-to-do-if-i-cant-pay-my-taxes-by-deadline Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? K...

Transcript

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0:00.0

Welcome, everyone, to the Main Street Business Podcast.

0:02.2

This is Matt Sorensen so excited to be with you today with The Incredible. Mark J. Kohler. Thank you. This is not exciting, though. This is a hard one. I know, but it's something you need to know. And if you clicked on this, because you might be in a bucket where you care about not going to gel because the IRS is going to chase your butt down. That's what you think. Like Wesley Snipes. Don't be like Wesley Snipes.

0:23.6

You didn't pay his taxes and went to prison. Okay. I want to make sure you pay your taxes. And if you're in that situation where you owe, we want to go over some solutions and strategies for you. Yeah. And we are going to do a little mindset work here at the beginning because I don't want to make light at this. we know some Thank you. Yeah. And, and we are going to do a little mindset work here at the beginning because

0:38.7

I don't want to make light of this. We know some of you listening have a friend, a family member,

0:43.9

a parent yourself, and you haven't maybe filed for a year or two. You don't even know what you owe

0:49.4

and you're scared to death. And we've, Matt and I have had countless conversations with people like this.

0:56.4

And Matt and I have, you know, sometimes I don't have enough to pay on April 15th or October 15th.

1:02.2

I've done a payment plan at one point in my big career. So let's, so before we tell you what your

1:07.3

options are, let's talk about a little bit about the mindset here. The IRS is not

1:11.7

going to put you in jail. Can we, you know, like, if you really not want to pay the IRS and fight them for the next five years at some point, they will throw you in jail. But if you're trying to figure this out, you're trying to pay, you're trying to get good, you're not going to go to jail. So, yeah, what here's, here's probably the most likely outcome, though, and problem we see, which can be devastating. I mean, obviously going to jail is like, that does happen. It's a small percentage of people and it's, it's tax fraud. That's what you're going for. But people that just aren't paying, what's going to start happening is you're going to have federal

1:45.5

tax liens against any assets you have, destroying your credit. And by the way, the states are more

1:52.0

aggressive than the IRS. So I know we don't want to freak people out, but I just also want to

1:58.5

take this serious. Yeah. Like, kind of like this will come around and slap you in the ass if you don't start

2:05.0

paying attention.

2:05.7

And I thought the worst thing you were going to say is I'll say it starts to snowball.

2:09.8

It gets out of control.

2:12.5

And then you get to the point where you would never be able to pay it.

2:16.0

And now you're in bankruptcy.

2:17.2

Yeah.

2:17.5

And it destroys your entire.

2:21.2

I hate to keep piling on.

2:23.0

Yeah.

...

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