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businessJun 12, 20261:03:58pending

How 2 Friends Bought a Business That Prints $780K/yr

About this episode

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In this episode, Sarah and Matthew break down why they left venture capital to buy the only auto shop in their hometown of Aspen, how they pulled off a $1.5M acquisition with almost no money of their own, and how one shop became the first piece of a $100M+ holding company built around a single small town.

◼️ The financing structure that let two friends with almost no personal capital buy a $1.5M business and still keep 70% of the company
◼️ Why the only auto shop in Aspen was a mini monopoly hiding in plain sight, and why nobody else was competing to buy it
◼️ What happened six weeks after closing when the operator everyone thought owned the shop walked out, and how they survived running the front desk from 7:30am to 9pm for six months
◼️ How a cold call to a stranger's assistant landed the backer who helped them buy out every investor at a 2x return in just 13 months
◼️ The deal that almost became acquisition number two and died after four months, and what it taught them about which businesses to never chase

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Follow Helen:
Twitter: https://x.com/HelenGuo_
LinkedIn: https://www.linkedin.com/in/helen-guo-06674523/

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How 2 Friends Bought a Business That Prints $780K/yr

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