May 5, 2026
Rob was supposed to be finishing his book. Last chapter. Two days past deadline. Freedom was right there.
Instead, he hit pause and recorded this.
Because something from a few weeks ago wouldn’t leave him alone.
A Microsoft exec had dropped “Microsoft IQ” into a conversation weeks ago. At the time, it didn’t...
Apr 28, 2026
Garett Medlin just got the official title for the job he was already doing: AI Practice Lead at P3. He’s also the person responsible for Rob trying Cowork in the first place, despite Rob’s very reasonable question: “Why the hell would I want Cowork if I already have Claude Code?”
Then Rob accidentally proved...
Apr 21, 2026
Rob didn't go looking for a fight with the medical system. He just showed up with receipts. Claude had already mapped the symptoms, suggested the tests, and summarized the situation better than any portal ever would. And instead of pushing back, the doctor basically said, "Yeah, this all checks out," added a few things,...
Apr 14, 2026
Something shifted this year and you can see it in the reactions. Not to the technology. To people talking about it. Rob shared a screenshot on LinkedIn. CFO. Friday night. Using CoWork in real time. The kind of moment where you have to stop yourself because you won’t sleep otherwise. And that’s what set someone off....
Apr 8, 2026
The job hunt is a numbers game. The problem is, the numbers are brutal.
Hundreds of applicants per role. Ghosted applications. “Entry level” jobs asking for experience no one at 22 could possibly have. In this episode, Rob brings on his daughter Ella, a college senior in the middle of it, and hands her...