The Opportunity You've Never Heard of in CRE ("IOS" Real Estate)
Real Estate Investing for Cash Flow with Kevin Bupp
Kevin Bupp
4.8 • 679 Ratings
🗓️ 1 December 2025
⏱️ 32 minutes
🧾️ Download transcript
Summary
This could be one of the, if not the, most under realized opportunities in commercial real estate. It's a blue ocean market operating in a boring business space that most investors (and service providers) are completely overlooking. But, Jake Guso tapped into what no other real estate investor knew about industrial outdoor storage management, specifically truck parking lot businesses.
These mom-and-pop shops are running almost entirely on handwritten notes and Zelle payments and it's an absolute mess for owners and their accountants. After managing multiple truck parking lot businesses himself, Jake built Rig Hut, the software platform that turns dirt lots into cash flow. So much so that, in one case study, Jake helped an owner increase his annual revenue by as much as six figures.
Today, I'm sitting down with Jake to talk about how Rig Hut is industrializing truck parking, how investors can get into the game themselves (and make serious money), the shocking "11-to-1" statistic that would make any investor excited, and how this forgotten asset class is only one of many in the CRE space. Plus, I'll even share my exact strategy for finding deals like this in any area of the country.
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Connect with Jake on LinkedIn: https://www.linkedin.com/in/jake-guso-16bb167a/
Rig Hut: https://www.therighut.com/
Rig Hut Facebook: https://www.facebook.com/profile.php?id=100084019464551
Rig Hut Instagram: https://www.instagram.com/therighut
Rig Hut TikTok: https://www.tiktok.com/@righuttruckparking
Rig Hut X/Twitter: https://x.com/truckpark_king
Sunrise Capital Case Studies: https://sunrisecapitalinvestors.com/case-studies/
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Listen to past podcast episodes:
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Chapters:
00:00 Intro
03:01 The 11-to-1 Statistic
06:57 Who Can Do This?
09:58 Scaling in a "Blue Ocean" Market
12:01 Massively Overlooked Opportunity?
16:33 Six-Figure Revenue Jump Overnight
20:57 Software Costs and Pricing
22:01 Long-Term Plans
23:57 How to Get Started with Truck Parking
30:30 Connect with Jake!
Transcript
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| 0:00.0 | From dirt lots to cash flow, the one-stop solution for truck parking. |
| 0:04.0 | Every so often a new asset class sneaks up on the real estate world. |
| 0:07.0 | 15 years ago it was mobile home parks. |
| 0:09.0 | Today, it might be truck parking. |
| 0:11.0 | Remember this stat, 11 to 1. |
| 0:14.0 | And one founder saw it coming because he was literally running the dirt lots himself. |
| 0:18.0 | Hey guys, Kevin Vup here, host of the real estate investing for cash flow |
| 0:21.4 | podcast where we break down the stories, the systems, and strategies behind the operators shaping |
| 0:26.3 | tomorrow's markets. In this episode, you're going to hear how Jake Guso built Rig Hut |
| 0:30.2 | after realizing half the industry still runs on paper and Excel spreadsheets. You're also going to |
| 0:34.4 | learn why truck parking could be this decade's most under-realized |
| 0:37.6 | opportunity. And then lastly, with no solid database for finding deals, I share a thought or two |
| 0:43.0 | on how to uncover potential truck parking opportunities that are flying under the radar. |
| 0:47.2 | Today I'm joined by Jake Guso, co-founder and CEO of Rig Hut, which is a truck parking |
| 0:52.2 | management platform that's helping solve one of America's |
| 0:54.2 | biggest logistics problems. And that's the national shortage of truck parking spaces. |
| 0:59.1 | Now, Rig Hut does a great job of combining software, hardware, and a marketplace to |
| 1:03.4 | seemingly automate the access controls, payments, tenant management, and analytics, essentially |
| 1:09.4 | turning underutilized industrial land into reoccurring revenue. So Jake, my friend, welcome to the show. How are you doing today? Thanks, Kevin. I'm doing great. Thank you for having me. Excited to have you here, man. And before we, I'd say before we dive and I gave you that brief introduction. I know there's a lot more to the story. So how about, how about we start, have you kick it off and tell us a |
| 1:28.5 | more about your background. And I think more specifically, we'd love to know how Rig Hut got started. |
| 1:34.4 | Sure. Always had a bit of an, you know, entrepreneurial spirit even before I could drive, right? |
| 1:41.7 | I had like a little boat cleaning business and my mom would drop me off at the boats. |
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