• Correcting AI when it gets something wrong
    Jun 18 2026

    In this episode, we talk about using AI to answer questions based on content in a knowledge base. It’s easy to get a proof of concept working, but how do you continuously improve it from there? Is that even realistic with current technology? All that and more.

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    42 mins
  • HIPAA
    Jun 4 2026

    In this episode, we dive into one of the most exciting topics imaginable: HIPAA compliance

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    52 mins
  • It’s a Tyler episode
    May 19 2026

    In this episode, we dive deep into Less Annoying CRM’s new marketing strategy.

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    48 mins
  • Where do the humans fit in?
    Apr 23 2026

    In this episode, we talk about how one of the new business challenges is to figure out what skills are uniquely human, and leaning into those things as your differentiator.

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    55 mins
  • Where to host a marketing site in the age of AI
    Apr 9 2026

    In this episode, we talk about whether tools like Webflow still make sense to use when AI can generate professional looking marketing sites for you.

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    51 mins
  • How much to invest in growth
    Mar 27 2026

    In this episode, we talk about how Rick has changed LegUp Health’s formula that decides how much money is available to invest in growth.

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    52 mins
  • Do custom Notion agents really work?
    Mar 12 2026

    No, they don't!

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    53 mins
  • Soft launches
    Feb 27 2026

    Less Annoying CRM is soft launching two major features we’ve been working on for months. This episode dives into that and a bunch of other stuff.

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    51 mins