Michael Kauffman never planned to build a media company. After a beverage startup that raised 250k and vanished in a single production run, a stint working for the founder of Priceline, and a string of ventures that burned him out, a long drive home from a Montana fishing trip pushed him to start a local newsletter with two rules, keep it fun and keep it rooted in community. That newsletter, Catskill Crew, now reaches around 41,000 subscribers. In this conversation Michael breaks down how he turned a weekly newsletter into a local holding company, stacking revenue across ads, events, merch, board games, and a new premium tier. He explains why he believes content is the hard part while subscriber growth is nearly free, why he turned down a $25,000 advertiser that did not fit the brand, and how the Newsletter Club grew into a global community of local media operators. Links: Catskill Crew https://catskillcrew.com/ The Newsletter Club https://thenewsletter.club/ Michael Kauffman socials LinkedIn: https://www.linkedin.com/in/michaeljkauffman/ X: https://x.com/MikeyPesto --- This podcast is sponsored by LocalPod.co, the podcast platform built for local media. LocalPod.co --- Subscribe to the Local News Industry Pulse newsletter to receive a weekly briefing of news, policy, trends, and more in the local news industry: https://localnewsindustrypulse.beehiiv.com/subscribe Learn more about your ad choices. Visit megaphone.fm/adchoices
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