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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Henry Winslow is the founder and editor of Tricycle Day, a twice-weekly newsletter that distills psychedelic research, policy, and culture into a 10-minute read.
In just two years, Henry’s grown an audience of over 65,000 subscribers by combining brute-force outreach, diversified revenue streams, and community building.
In This Episode, We Cover:
(05:39) Evolving Tricycle Day’s Business Model
(08:04) Growing Subscribers with Brute Force
(11:08) Newsletter Formats: Roundup vs. Q&A
(16:36) Turning Readers into a Community
(22:19) Upstream Marketing: From Problem to Solution
(28:06) Email Deliverability & Censorship Battles
(34:00) Customizing Your Community Platform
(39:22) Using Events to Build Your Brand
(45:01) The MDMA Therapy Approval Rollercoaster
This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit louisshulmanpod.substack.com
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