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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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

This episode is sponsored by Playbookz: Playbookz.co

Ted co-founded Charlotte Agenda, which led to its remarkable $5 million acquisition by Axios. He currently writes Tiny Money—a local and personal finance newsletter.

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Kendall Baker is the founder of Sports Internet (acquired by Axios), the first newsletter writer at The Hustle, and now a Senior Writer at Yahoo Sports.

He's known as the "Newsletter Godfather" because he's pioneered newsletter content and has written and published more newsletters to more readers than almost anyone.

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