Sean Ryan on the brutal reality of newsletter monetization in 2026
This week on Letterland LIVE we're joined by Rotary Digital founder Sean Ryan and Boletin Growth founder Manny Reyes.
Sean's built an empire of brief, curated newsletters. We'll dig into whether that commitment to brevity helps or hurts monetization, and if the rumors of newsletter monetization's demise are greatly exaggerated.
Manny joins us to set the record straight on newsletter growth in 2026 and break down EXACTLY what's working on Meta.
We'll also get into:
🍺 Morning Brew is launching a beer with Montauk Brewing
⚖️ eBay paid $56M to a newsletter its ex-CEO terrorized
⚖️ Substack picked up the legal tab for Spy Talk's defamation suit
🚀 TLDR launches a Hardware newsletter
... and everything else you need to know about the newsletter world.
Subscribe to never miss a Letterland LIVE: https://www.youtube.com/@LetterlandLIVE
Join the Letterland Brief daily newsletter to keep on top of all the headlines and thought leadership: letterlandlive.com
Follow the 'land on socials:
LinkedIn: https://www.linkedin.com/company/letterlandlive
X/Twitter: https://x.com/LetterlandLIVE
About: Letterland is the front page of the newsletter industrial complex. Exclusive interviews, breaking news, and hot takes.
Sean's built an empire of brief, curated newsletters. We'll dig into whether that commitment to brevity helps or hurts monetization, and if the rumors of newsletter monetization's demise are greatly exaggerated.
Manny joins us to set the record straight on newsletter growth in 2026 and break down EXACTLY what's working on Meta.
We'll also get into:
🍺 Morning Brew is launching a beer with Montauk Brewing
⚖️ eBay paid $56M to a newsletter its ex-CEO terrorized
⚖️ Substack picked up the legal tab for Spy Talk's defamation suit
🚀 TLDR launches a Hardware newsletter
... and everything else you need to know about the newsletter world.
Subscribe to never miss a Letterland LIVE: https://www.youtube.com/@LetterlandLIVE
Join the Letterland Brief daily newsletter to keep on top of all the headlines and thought leadership: letterlandlive.com
Follow the 'land on socials:
LinkedIn: https://www.linkedin.com/company/letterlandlive
X/Twitter: https://x.com/LetterlandLIVE
About: Letterland is the front page of the newsletter industrial complex. Exclusive interviews, breaking news, and hot takes.