Newsletter Operator cover image

Newsletter Operator

He Sold His Newsletter To Barstool, Then Bought It Back

Feb 17, 2025
Tyler Morin, founder of The Water Coolest, shares his remarkable journey from financial consulting to creating a humor-infused newsletter. He candidly discusses audience growth strategies and lessons learned from his early sponsorships. Tyler delves into the intriguing experience of selling his newsletter to Barstool Sports and the challenges of reclaiming it. He also tackles the evolving landscape of ad monetization and emphasizes the importance of authenticity in a competitive email newsletter market.
47:01

Episode guests

Podcast summary created with Snipd AI

Quick takeaways

  • Tyler Morin's journey in creating The Water Coolest stemmed from a desire to provide engaging and relatable financial news for younger audiences.
  • Strategic partnerships with social media influencers played a crucial role in rapidly growing the newsletter's subscriber base and establishing its presence in the finance community.

Deep dives

Founding The Water Coolest

The journey of creating The Water Coolest began from a personal need for engaging financial news. Having worked in financial services and grown tired of the monotonous reporting from major outlets like the Wall Street Journal and Bloomberg, the founder sought to provide a voice that resonated with the younger demographic. Initially starting with a blog called Entry Revel, the transition took place when the founder recognized the potential for a newsletter that combined finance with humor and relatability. Ultimately, this led to the birth of The Water Coolest in 2017, marked by a distinctively irreverent tone aimed at making finance both informative and enjoyable.

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