Ep. 3449 - TBT: These “Sweatpant Overalls” Produce Joy and Extra Pockets
Side Hustle School
Chris Guillebeau
4.7 • 3.3K Ratings
🗓️ 11 June 2026
⏱️ 8 minutes
🧾️ Download transcript
Summary
In this week’s “Throwback Thursday” segment, we hear from the man who brought sweatpant overalls for men (really!) to America.
Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.
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Transcript
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| 0:00.0 | Have you heard of the swoveralls, the sweat pant overalls? This is a product we first featured |
| 0:13.7 | long ago on the podcast. I actually put it in the 100 Side Ussel's book just because it was so |
| 0:19.5 | lively and joyful and such a great mashup of two |
| 0:22.9 | concepts. If you're trying to figure out what your next side hustle should be, perhaps it is a |
| 0:27.2 | combination of two things. That's what Kyle Bergman discovered. He is the creator of Swoveralls |
| 0:32.6 | combination sweat pant overalls. These sweatpants overalls produce joy and extra pockets. Welcome as well to |
| 0:39.1 | throwback Thursday. It's your host, Chris Gillibow. In this segment, we take a look at someone |
| 0:43.1 | whose story has evolved since we first featured them. We've had all kinds of features in this |
| 0:48.4 | segment over the years. Today, we're going to go to Kyle. He had this vision to create men's |
| 0:53.1 | sweatpants overalls. It's not a joke. You can go online and look for them. Swoveralls. They're sold in lots of stores and of course directly on his website. Let's hear from Kyle. He's based in Brooklyn. We first had him long, long, long ago, more than 3,000 days ago, in fact, or close to that, which is a really, really long time. That was your two of the podcast. |
| 1:11.8 | So Swoverawls are still out there. |
| 1:13.3 | I'll mention that at the end, but let's have some updates from Kyle. |
| 1:26.2 | My name is Kyle Bergman. |
| 1:29.0 | I am based in Brooklyn, New York. |
| 1:31.7 | The name of my side hustle is The Great Fantastic. |
| 1:36.8 | We make Swoveralls, and I was on episode 394. |
| 1:42.3 | Swoveralls are the glorious combination of sweatpants and overalls into one incredibly |
| 1:48.6 | comfy masterpiece. At the beginning, I was just solving a personal problem. Wasn't even looking |
| 1:55.0 | at a business opportunity. I just wanted a pair of sweatpants overalls and they didn't exist. |
| 2:01.0 | There were some tertiary competitors or offerings for women in the Jaggings department. |
| 2:08.4 | There was a BuzzFeed article in 2016 that showed like a pair of jaggy. |
| 2:13.9 | They looked like denim overalls. |
... |
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