Built Between Bedtimes – Episode 28: Tanner Turns Five, a Tigard Flip Nobody Saw Coming, and the SMS Bot Rob Built So He Wouldn't Have to Wake Gabby Up
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In this episode, Tanner turns five with real golf clubs and a hand-selected guest list — and Chris is fully locked in on becoming his caddy someday. Rob closes another Tigard auction deal, this time with the whole family waiting in the car while he checks for squatters before letting anyone in. Dylan is running on broken sleep but somehow shipping faster than ever — a Twilio-Basecamp-Google Calendar bot that confirms jobs, reads calendars, escalates weird questions, and already exists on his Mac Mini. He's just waiting to roll it out so Gabby still has something to do in the morning. Then the guys talk about what AI actually is for small business visionaries right now: not a tool, but an integrator — and how a verbal brain dump on ten past jobs might be the fastest way to train your next estimator.