Built a freight company for nineteen years, then sold it
1974 · Tampa, Florida
My daughter asked me what I actually learned. This is the honest version.
Endings & new chapters · Work & calling
For nineteen years, every question anyone asked me — at dinner, at church, at my daughter's games — was really a question about the company. Then one Tuesday it belonged to someone else, and I found out I'd quietly sold them my answer to "who are you" along with the trucks. Nobody buys that on purpose. It just goes in the box with everything else. Rebuilding an answer takes longer than the earnout, and there's no banker for it.
To someone younger: Build one thing the company can't own. Start it the same year you start the company.
Failure & setbacks · Money
In March of 2009 I sat in my truck outside the bank with a personal guarantee in a folder and my father's voice in my head saying never sign anything you can't carry. I signed it. We made payroll with eleven hours to spare — sixty families, none of whom ever knew. People think the lesson is "risk it all." It isn't. The lesson is: know exactly what you're carrying, say it out loud to the people it would land on, and then decide. Maria knew before the bank did. That's the only reason the marriage survived the business.
Leadership & mentoring · Regret & forgiveness
I waited eighteen months too long to fire Danny, because he was my friend, and I called the waiting loyalty. It wasn't loyalty. It was cowardice with better PR, and everyone underneath him paid the bill for it. When I finally did it, he said the thing I still carry: "You let me fail in front of everyone for a year and a half." Firing him was right. The waiting was the cruelty.
To someone younger: The kind thing and the comfortable thing are almost never the same thing.
Money · Joy & gratitude
Here's what nobody tells you about the wire transfer: Tuesday you have the number, and Wednesday you're still you. Same knees. Same temper. Same daughter who would rather have had you at the games. Money is a tool that is spectacular at solving money problems, and most of what I'd broken getting it wasn't a money problem. The number bought me time and quiet. What I did with the time and quiet — that part the money just sat and watched.
Marriage & partnership · Regret & forgiveness
Maria says she spent twenty years married to a man who was always slightly somewhere else, and she's right. We made it because every time she hit her limit, she said so in plain words, and I came back. It took the plain words twice. The company was the other woman — and unlike most other women, everyone congratulates you for the affair. Nobody at the chamber of commerce dinner is checking on your wife.
To someone younger: Don't ask them to be patient. Ask them what it's costing, and listen to the whole answer.
A letter
A letter
"It was mine to build, but I was his."
As a man who built a thing — and then, slower and at greater expense, figured out the thing was never him. If you're reading this inside your own nineteen years: the company is the boat, not the ocean. Build a good boat. But learn to swim.
"The company is the boat, not the ocean."