Sep 1, 2026
For years, businesses learned that having data and being able to use it are two very different things. We cleaned it, structured it, modeled it, argued about which version was the truth, and built entire careers around making messy information useful. Now AI is creating the same problem all over again. Except this time,...
Aug 18, 2026
There's a new word for what your team is doing with the AI you bought them. You're not going to love it.
"Botsitting." Babysitting, but for bots. Journalists are suddenly all over it, and not one of the AI people Rob asked had ever heard of it. New name, familiar burn. Turns out mandating AI usage is a great way to pay...
Aug 12, 2026
For most of tech history, the new thing belonged to the new people.
Then AI showed up and ruined a perfectly good pattern.
Because the smartest model on the planet can know darn near everything and still have no idea how your company works. It doesn't know which rules matter, which ones everyone ignores, why that ugly...
Aug 4, 2026
There have always been people who can't help themselves. Give them a clunky process, a messy spreadsheet, or a problem nobody owns, and they're already halfway to building something better. Rob calls them crafters. They were valuable before AI. They're becoming indispensable because AI rewards exactly the way they've...
Jul 14, 2026
AI headlines have already moved on to the deep end. Most businesses haven't.
Every week brings another headline about what's next for AI. Build your own model. Train your own LLM. Customize everything. It's exciting, unless you're one of the thousands of companies still trying to answer a much simpler question: where...