• He Sold His Newsletter To Barstool, Then Bought It Back

  • Feb 17 2025
  • Length: 47 mins
  • Podcast

He Sold His Newsletter To Barstool, Then Bought It Back

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  • Summary

  • Tyler Morin is the founder of The Water Coolest, a newsletter that offers irreverent takes on business and finance news. He shares insights on audience growth, monetization, Barstool Sports’ acquisition, reclaiming his newsletter, and the future of ad-driven and B2B content.


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    • Work with Ryan's agency Tailwind
    • Work with Matt's agency GrowLetter

    Follow Matt McGarry @JMatthewMcGarry and Ryan Carr @ryan_boat on Twitter.


    Episode Topics & Timestamps

    00:00 Introduction to Tyler Morin and Water Coolest

    02:59 The Journey to Founding Water Coolest

    06:03 Building an Audience: Strategies and Insights

    09:01 Monetization and Transitioning to Full-Time

    12:00 Early Sponsorships and Learning from Mistakes

    14:58 Crafting an Irreverent Newsletter

    17:59 The Evolution of Humor in Newsletters

    22:48 Navigating Acquisitions: The Barstool Experience

    30:11 The Changing Landscape of Ad Rates

    34:41 Building a Newsletter at Barstool

    39:46 The Return of The Water Coolest

    42:50 Consulting: Helping Others Build Their Media Businesses
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