Kris Birch started working in his dad's lawn and snow business in 2005. Fifteen years later, he sold it to a national brand. The deal looked good on paper, but within a year, most of the team was gone and the business had been absorbed into corporate machinery. When he finally walked away, he discovered something important: he'd already started building his next company.
But Kris’s story is a little different because most founders think you only get one shot at an exit. Kris got two. After the first sale fell apart, he and his business partner Tony built a tree care company from scratch. Six years later, they sold again, this time to private equity. Different buyer, different structure, different outcome. The second time around, Kris knew which questions to ask. Live and learn.
Here's what we discuss in this episode:
• Why working with family requires a third party to navigate the hard conversations
• How Kris transitioned from his dad's lifestyle business to a growth-focused operation
• The moment he realized he wasn't good at operations—and who he brought in to fix it
• What recurring revenue and service diversification did for his business valuation
• Why his first exit to a national brand didn't go as planned
• The difference between selling to corporate acquirers vs. private equity
• How peer groups and EOS transformed the way he ran his businesses
• What due diligence actually feels like (spoiler: everyone hates it)
• Why the second sale was faster, smarter, and more aligned with his values
• His advice to young founders: do hard things, then recover intentionally
Running a blue-collar business? Wondering how to think about value or selling? Iconic Founders Group helps founders like you explore what's next. If you're doing over $2M in profit, check us out at iconicfounders.com or send us a message at theturn@iconicfounders.com.
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Learn More: https://www.iconicfounders.com
Connect: theturn@iconicfounders.com
Production: Lower Street https://lowerstreet.co