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I bought an SMB in 2020 with 100% debt as a side project.
In the last three years, we’ve seen our valuation balloon ~700%.
This isn’t a story about the risk of self-funded search. But it is an SMB story about the potential for massive upside if you buy the right small business. Doing so has changed my life, my partner’s life, and the lives of many of our top employees.
At the time, I had no idea what ETA/SMB/Search etc. even were.
My best friend managed a dog daycare for an absentee owner. He did all the work and she made all the money. For years, we’d talked about how some day we’d start our own dog care company. I’d just gotten laid off from my high paid tech job, and was exploring whether or not I wanted to stay in tech.
We started searching for a way to start a business. My partner worked in a franchisee system, so we looked there. I was a startup guy, so we also explored just starting up. When we stumbled upon a small, independent dog daycare for sale, we didn’t even really know you could buy a small business.
We pulled together a group of family and friends investor advisors, and they assured us that buying a small business was a great idea. It would give us a running start, and while the facility wasn’t perfect, we knew we could at least make as much, if not more money, than the current owners were.
We didn’t really know anything about the SBA, but dog care as a business was heating up. We put together a plan to borrow 100% of the money to buy the business and gave up a decent chunk of equity to do so (this is what I'd done in tech for years, just this time it was debt instead of equity).
If things went well, we’d be able to pay the debt off in 5-7 years and have a great cash flowing business that could support us. Maybe we could grow it…
I came on part time after close to help streamline the business model, tech systems, manage HR and finance. My partner was the day to day operator. The business kicked off enough cash to replace his currently salary and pay me about 1/3 of what I’d made at my prior tech job.
Our first financial model was an absolute joke. If you’re a finance bro, you’d absolutely cringe if you saw it. I’m a product/marketing guy, not a spreadsheet jockey. It didn’t matter, within six months, we doubled every projection I crudely modeled.
We went on to buy our second location almost a year to the day after closing on the first. That model was slightly more sophisticated. The structure of our first deal worked well, so we just replicated that for the second, financing 100% of the purchase price yet again. Interest rates were still low, and our investors had seen their equity value in the first location skyrocket in under a year, and they were making 6% on their money.
I came on full time. The business could now support paying me about half of what I’d made when last working full time. My partner was making more money than he’d ever made working for someone else.
Within 6mo we smashed our projections again. We finally started building a daycare from the ground up. We bought another location with cashflow from the existing two.
Was there risk? We didn’t have to PG an SBA loan, so the actual financial risk was more minimal than I realized. But we had massive reputational and time risk. My partner left a sure thing to go out on his own, and I forwent potentially an awesome tech/VC job to play with dogs.
We were the right pair to grow the business we bought. He had the operating chops, and I knew how to manage the business. In hindsight, we should have had more conviction than we did, but I suppose success makes you bold.
With all this back and forth on the risks of SMB, if you find something you’re passionate about, something you can understand, and you really do your homework to see there’s true upside, do it.
There was no better way for me to build personal wealth in such a short period of time than what we did, aside from maybe inventing something like YouTube or working at OpenAI. And I tried doing that for 10yrs with little to show for it than a six figure salary and worthless equity.
I’m not that smart, but buying an SMB was the best thing I ever did. I know it doesn’t always work out that way for everyone. There was a lot of luck in finding the right industry, having great connections to investors that were willing to bet on us, and having the best partner in the world. You can always get another job.
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