How People Shop for Insurance With AI & How Agencies Can Show Up | Manual Work is a Bug Ep 8

Your customer is about to ask an AI whether they're overpaying you. ‪@hiremav‬ Founder + CEO Matthew Black ‪@manualworkisabug‬ and Head of Brand Hillary Black ‪@HillaryBlack‬ get into what happens when people end up shopping for insurance when all they did was start asking AI to fix their budget. On the table: the prop plane Matthew almost bought, why comparison sites can't help you with this, what Bitcoin taught him about how consumers trust, how a small agencies compete with big budgets, how to get your agency recommended by ChatGPT, what insurance will look like a decade from now, and a million dollar idea to win over your clients he gives away at the end. Chapters 00:00 — Intro 00:15 — Cold open: what are you shopping for right now? 01:37 — Do you use AI to shop, or search to the end of the internet? 01:57 — The prop plane question 04:43 — Shopping for solutions, not products 06:50 — The budget request that turns you into a shopper 08:27 — "You're paying $400 a month and you drive a Jetta" 10:00 — Value a human structurally cannot provide 11:16 — Why comparison sites don't do this 12:39 — Trustless value, borrowed from Bitcoin 14:20 — The financial plan she could never have afforded 15:44 — Budgeting apps don't drive you anywhere 16:30 — So how does a smaller agency actually show up? 17:14 — There is no blueprint yet, and that's the opportunity 18:40 — The blog post that gets indexed 19:50 — What Insurify figured out 21:04 — Making your website answerable 22:03 — Is the insurance product itself up for disruption? 24:41 — The money is made in the bridge 26:23 — Where to actually start 28:37 — The million dollar idea Hosts Matthew Black — Founder + CEO, Mav (  / madebyblack  ) Hillary Black — Head of Brand and Conversation Design, Mav (  / hillaryblack  ) Links and Resources The Insurance Buzz with ‪@michaelweavertraining‬ and Courtney Weaver — the agency-side version of this conversation, with Matthew (   • 477. AI Just Ate Your Prospecting (And Tha...  ) Insurify's ChatGPT app — real-time personalized auto quotes inside the chat, the execution Matthew points to (https://insurify.com/press/news/insur...) How Insurify's app started, back in February — rate estimates and side-by-side comparisons from a database of 196M quotes (https://fintech.global/2026/02/09/ins...) The insurer ChatGPT apps directory — who else is already quoting inside an assistant (https://www.onmarrow.com/chatgpt-apps) Why quoting inside the assistant is the whole game, including Liberty Mutual going first among US carriers (https://insurance-edge.net/2026/09/09...) Model Context Protocol — the open standard that makes any of this connectable (https://modelcontextprotocol.io) Tesla Insurance — insurance as a line item in the purchase wizard (https://www.tesla.com/insurance) Follow the show Manual 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 (https://open.spotify.com/show/5CmXVfE...) Amazon Music (https://music.amazon.com/podcasts/d5a...) #ManualWorkIsABug #AI #InsuranceAgency #AIShopping #AEO