How to Buy or Sell a Business the Right Way
Big Picture Retirement®
Devin Carroll
4.7 • 545 Ratings
🗓️ 15 December 2025
⏱️ 48 minutes
🧾️ Download transcript
Summary
Selling a business isn't just about finding a buyer and shaking hands on the terms — it's about choosing the right structure. In this episode, we break down stock sales, asset sales, common tax traps, and the key details buyers and sellers often overlook.
Although this show does not provide specific tax, legal, or financial advice, you can engage Devin or John through their individual firms.
📍Contact Devin's team at https://carrolladvisory.co/podcast1
📍Contact John's team at https://www.rossandshoalmire.com/
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Transcript
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| 0:00.0 | The Big Picture Retirement Show does not provide tax, legal, or financial advice. Listeners are encouraged to seek out their own advisors in these areas. |
| 0:10.9 | Hey, everyone, welcome to the Big Picture Retirement Show. I'm your host, Devin. joined today by my co-host, John Ross. |
| 0:17.1 | Howdy. John, we've got a lot of business owners in our audience. Yeah, I think that's right. |
| 0:21.6 | A lot of our clients are business owners. |
| 0:23.5 | Yeah, it's definitely right. |
| 0:24.6 | In fact, you know, I was driving around our neighborhood last night looking at Christmas lights. |
| 0:31.7 | And I've gotten to know most of the neighbors on a surface level, right? |
| 0:35.2 | Sure. |
| 0:35.5 | I'm not deep friends with any of them. |
| 0:55.6 | But my daughter was in the car with us and, you know, she's getting curious about careers and things like that. Finally, it's, you know, I'm glad. Right, right. You know, but she was asking me, so, Dad, what do these people do? So we was going down the road and I was like, well, that guy's a doctor. And then we passed him, well, that guy's a doctor too. |
| 1:13.7 | And then we passed by Peter's house. Well, Peter's an attorney. And then we passed by the MIMS house. And, well, he owns an insurance agency. And then this guy owns a CPA firm. Then, well, this guy down here is a CRNA. This guy owns this business. She goes, seems like there's a lot of business owners here. |
| 1:11.9 | Well, yeah, this guy down here is a CRNA. This guy owns this business. She goes, |
| 1:15.9 | seems like there's a lot of business owners here. Well, yeah, I guess, you know, now that we really start driving around breaking it down, there are a lot of business owners that live over here. |
| 1:20.0 | Yeah. There's in the U.S., I can't remember what the number is, but the amount of small business owners is really high. |
| 1:30.2 | Yeah, it's huge. |
| 1:31.0 | There's a lot of small businesses out there. |
| 1:33.1 | Yeah. |
| 1:33.5 | And, you know, you talk about, you know, you having a bunch of clients that are business owners, |
| 1:38.1 | and I have a bunch of clients who are business owners. |
| 1:40.4 | But you know what also is unique, you know, not unique exactly, but what is common |
| 1:46.5 | with both of our clients? Age, right? You don't have a whole lot of 25-year-olds. |
| 1:52.4 | Nope. Nor do I. Not at all. I got a lot of 55 and overs. Yep. And those are the, and in fact, |
... |
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