He Knew Exactly What He Was Doing...

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April 21, 2026

by a professional-advisory from Baylor University - Hankamer School of Business in St. Louis, MO, USA

I thought Chris Jr. was my right hand. He was the seller's son, I knew that going in. But he was also our master plumber, our lead estimator, and the person whose license we operated under in the state of Texas. Practically speaking, nothing moved without him. Estimates, job costing, the technical credibility that gave customers confidence - that was Chris Jr. More than that, he'd told me he was in. We had real conversations about the future. Financial models. How to grow the service side. What the business could look like in three years if we executed. He was aggressive, smart, and hungry in the way that people get when they feel like they've been passed over. His dad had sold the company instead of offering it to him. That was a wound. But I thought we'd worked through it. I thought we were building something together. On Wednesday that week, things felt slightly off. Nothing I could name. Just a low-level static I couldn't explain. Thursday morning I was counting down the hours to my first real vacation in a year. A group of friends, two trucks, the Grand Tetons, a week of not thinking about plumbing. Chris Jr. walked into my office and handed me his resignation note. My brain started running the list immediately. We're losing our master's license to operate. We're losing the guy driving a third of our annual revenue in estimates. I asked what was going on. He said it was personal, just a better opportunity. Then he told me where he was going. The other plumbing company in town — the one our parent company had tried to acquire months earlier and lost the bid on. He was going there as President. Not two weeks notice. That day. I cancelled the trip. Then I uncancelled it. I called Matt instead. Matt was our best service plumber — older guy, twenty-plus years in the field, the kind of technician who could diagnose a problem by the sound a pipe made. We'd been moving him toward service manager because he was ready to get out of the field and because I trusted him. He wasn't family. He had no loyalty to Chris Sr. that predated my arrival. He was just good at his job and straight with me about everything. He told me we could hold it together. Kris, our bookkeeper, said the same thing. I booked a one-way flight for Saturday, came in, held a meeting with the team, looked people in the eye. They were shaken but steady. I flew out the next morning telling myself we'd bought enough time for me to think clearly for a few days in the mountains. Monday morning, the notices came in. Chris Jr. had spent the weekend making calls. He knew exactly what each of them made, exactly what it would take, and exactly when to pull the trigger. While I was somewhere over Wyoming telling myself we'd stabilized, he was methodically picking off what was left. The offers he made weren't worth countering. He knew that too. I came home after less than two days. He didn't just take himself when he left. He took Ray, our director of ops. Our warehouse manager — decades of supplier relationships, preferential pricing we'd never rebuild quickly. And when his father's non-compete expired, the service calls followed too. In one coordinated move I lost my lead estimator, my operating license, my director of ops, my best crew, my institutional knowledge, and eventually the seller's referral network. Matt stayed. Kris stayed. Sometimes that's what you hold onto. Here's what I know now: in a family business, the trust you build with the seller's family is real. And, it's conditional in ways you won't fully understand until it's tested. Chris Jr. wasn't disloyal to me. He was loyal to something that predated me by thirty years. My financial models and plans were never going to compete with that. The diligence lesson isn't just about the seller. It's about everyone who came up in the seller's shadow. What did they expect to inherit? What happens when they don't get it? Who are they talking to that you don't know about? Key man risk doesn't end with the owner. Sometimes it starts with the owner's son.
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Reply by a searcher
in Boston, MA, USA
This isn't the whole story. He left for something and it wasn't to start his own thing.
commentor profile
Reply by a professional-advisory
from Baylor University in St. Louis, MO, USA
I think he was really hurt by not being given the opportunity to buy the business. When his dad started the process, he'd left to start his own company (hence why he didn't get the chance) and that didn't go well. This is the 3rd post in my trying to capture lessons learned from this experience. Check out the previous two and stay tuned cause there is more to come!
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