Going from designer to CTO sounds like an impossible career pivot, but Kyle Ledbetter, Co-Founder and CTO of Dreambase, walks through how AI handed him the permission slip he didn't know he needed. We get into building a Dream Team of data agents on top of Supabase, why dashboards are just the Trojan horse, agent orchestration, the case for CLI as the default interface, and the slightly terrifying moment his wife's AI generated Instagram feed knew her better than he did.

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00:00 From designer to CTO
04:30 The co-founder unlock and imposter syndrome
07:30 Rethinking team design with AI
10:00 Mini CEOs and agents as employees
12:00 The Dream Team of data agents
15:00 Why Dream Base sits on Supabase
18:30 Why can't Claude just build this
21:00 Specialization beats generalists
25:00 MCP apps and email as UI
30:30 Critical thinking for the next generation
37:30 What keeps Kyle up at night
42:00 Faster horse vs building a car
45:00 Legacy industries adopting AI
48:00 What comes after dashboards
50:30 The rise of the CLI
54:00 When the algorithm knows you better than your spouse
58:00 What Dream Base really is