『I Trust My AI More Than I Trust Myself with Charley Todd』のカバーアート

I Trust My AI More Than I Trust Myself with Charley Todd

I Trust My AI More Than I Trust Myself with Charley Todd

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This week, it's Matthew's turn for a one-off. Mav Founder + CEO Matthew Black sits down with guest host Charley Todd, founder of Charley Insurance and friend of the show, for a conversation filmed three months ago that already feels like a time capsule.On the table: the AI model that vanished overnight, why Matthew trusts his model more than he trusts himself, the airplane that explains how he runs Mav, and the old-school answer he gives for surviving a founder's worst days.Chapters00:00 — Intro: a three-month-old conversation01:27 — Matt, Matthew, or Matty?02:44 — Adopting AI as a new independent agency04:27 — Humans and technology: the next 18 months05:12 — Everyone is struggling for air05:56 — Loop engineering06:43 — The Fable that disappeared07:37 — It feels like the dot-com boom08:11 — Operate with AI every day10:01 — What consumers want: utility and context11:27 — Insurance inside GPT and Claude12:02 — The renewal letter nobody wants13:15 — What Siri should have done14:53 — I trust my model more than myself16:20 — Why Mav switched to Rippling17:13 — Where the human touch still wins18:28 — Learning vs. building19:21 — Learn by solving real problems21:24 — Boeing vs. Airbus: how Matthew runs Mav22:51 — Give your model context23:40 — Start with weekend vibe coding24:20 — Nine problems and one gem25:20 — The hardest day as a founder27:29 — Go in with a hundred percent love30:02 — "Clip it. Publish it."32:21 — Expanding, not contracting33:46 — CloseHostsMatthew Black — Founder + CEO, Mav Charley Todd — Guest host, insurance agency founder, Charley Insurance Links and ResourcesAnthropic's statement on Claude Fable access, the model that disappeared mid-session Rippling, the HR and finance platform Mav moved to for its MCP Jack Dorsey, "From Hierarchy to Intelligence," on running Block through AI instead of org charts Hacker News, where Matthew watches what's coming down the pipe Obsidian, the note app Charley uses for his master documents Art of Accomplishment, Joe Hudson's coaching company, home of "How could I enjoy this 10% more?" Follow the showManual Work is a Bug is Mav's podcast, now on video. Watch on YouTube and follow wherever you listen, so you don't wait another six years for the next episode. Mav helps insurance agencies grow their book with AI: hiremav.com.Spotify Amazon Music
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