A working definition of useful.
I grew up in West Palm Beach, sold my first piece of software at fifteen, and started PalmTech from a spare bedroom in 1996. For twenty-two years we kept small and mid-sized companies running — desktops, then servers, then networks, then the cloud, then the security problem that came with all of it. We sold in 2018 and I went looking for the next thing.
The next thing turned out to be advisory work. The technology I knew best — security, infrastructure, the unglamorous middle layer where things actually break — was suddenly the thing every leadership team needed counsel on. I started White Rabbit to do that work without a sales floor or a pipeline funnel between me and the people I was advising.
The work that survives is the work that respects the operator. Everything else is a deck.
Then AI happened, and the same pattern repeated. Leaders asked me what to do. Vendors sold them what to buy. Pilots stalled. I started writing essays and giving talks because I was tired of saying the same thing in every advisory meeting. ChuckGPT — the tip series, the videos, the upcoming book — came out of that.
Outside the work I'm a ham radio operator (KR4GOB), a passable snowboarder, a competitive poker player, and the kind of person who reads three books at once. I live in West Palm Beach with my wife.