Insights & Ideas
Lessons from the trenches of building a $50M company.
If you don't have a vision for scaling your business, you're on a treadmill. And eventually you fall off. I've watched it happen dozens of times. The thing that separates the company that hits $50M from the one stuck at $3M isn't talent or some clever tactic. It's the owner's ability to see ten years out, believe it's real, and then keep their mouth shut about it to everyone except the two or three people closest to them.
Being busy isn't a strategy. It's a trap. I sold 18 roofs my first month knocking doors, and I never once counted how many I knocked. You have to define the win in sales before you ever walk out the door, or you're just grinding for the sake of grinding.
I learned GIGO in eighth grade and it's run my life ever since. What you feed your brain, your entrepreneur mindset inputs, the news, the algorithms, the garbage on social media, it's either building you up or dragging you down. I shut off the news 25 years ago and read 80 books in two years. That's not discipline. That's just choosing to win.
If you're still doing everything yourself because 'nobody can do it like I can,' you're not dedicated. You're scared. I hit a wall around year two at Bartlett Roofing, and the fix wasn't grinding harder. It was telling my team 'don't call me for a week' and letting them figure it out. Your people only need 75-80% of your ability if they've got 100% of the vision and accountability.
You wouldn't marry someone you knew was wrong for you just because they might change. But that's exactly what contractors do every single week. I went from one truck to 200 employees and $50M in revenue, and the biggest lesson I learned about how to hire and fire for small business growth was this: get crystal clear on what you actually need, hire for that reality, and when it's not working, cut it loose fast.
Eleven years ago I was living on 900 bucks a month, driving my dad's mouse-infested truck, and sobbing on a futon in my buddy Travis's basement. I couldn't control my emotions, my kids, or what my ex-wife thought of me. But I finally figured out what you can control as an entrepreneur. Your actions. That's it. And that one realization is the thing that built a $50 million company.
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