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Startup to Last

Startup to Last

By: Rick Lindquist and Tyler King
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About this listen

 Two founders talk about how to build software businesses that are meant to last. Each episode includes a deep dive into a different topic related to starting, growing, and sustaining a healthy business.© Rick Lindquist and Tyler King Economics Leadership Management & Leadership Marketing Marketing & Sales
Episodes
  • Can Rick’s optimism defeat Tyler’s pessimism?

    Can Rick’s optimism defeat Tyler’s pessimism?
    Dec 4 2025

    In this episode, we once again talk about AI, and oh boy do we get off topic.

    Here's the AI tool Rick mentioned for recording your screen (we'll talk about that in a future episode)

    Here's the AI report Rick mentioned
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    49 mins
  • Open Enrollment Woes

    Open Enrollment Woes
    Nov 20 2025

    In this episode, Tyler and Rick discuss the challenges faced by Leg Up Health during open enrollment, including issues with email communication and the impact of AI on consumer behavior. They explore the current health insurance landscape, the importance of product strategy and customer experience, and the role of content in engaging customers. The conversation also touches on shifts in search traffic and marketing strategies as they adapt to changing consumer needs.
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    45 mins
  • Does OG inbound marketing still work?

    Does OG inbound marketing still work?
    Nov 6 2025

    In this episode, we talk about whether Rick’s expertise with traditional inbound marketing will work for LegUp Health.
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    50 mins
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