All Episodes
Every's CEO says the newsletter is dead. Is he right?
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Substack is having a moment. Should you join?
Letterland Live SPAM or STAR is powered by beehiiv. Want to send from the ESP where newsletter legends are made? Get 30% off beehiiv with code FALL30 @ beehiiv.link/fa...
Morning Brew just bought another newsletter. Who's next?
Join the Letterland Brief daily newsletter to keep on top of all the headlines and intelligence: letterlandlive.com This week on Letterland LIVE we're joined by Jenna ...
10,000 downloads in 3 hours: The Pour Over's app playbook
Join the Letterland Brief daily newsletter to keep on top of all the headlines and intelligence: letterlandlive.com This week on Letterland LIVE we're joined by Nate W...
Is a bot your best newsletter subscriber?
Apply to the Letterland Live Social Media Manager role now: https://drive.google.com/file/d/1hOfhf3DPUJa-BTtZqxJW7f0fnCSMa9BV/view?usp=sharing Join the Letterland Brie...
This local newsletter is rebuilding an entire town
Apply to the Letterland Live Social Media Manager role now: https://drive.google.com/file/d/1hOfhf3DPUJa-BTtZqxJW7f0fnCSMa9BV/view?usp=sharing This week on Letterland ...
Google Deleted Your Domain Reputation. Now What?
Apply to the Letterland Live Social Media Manger role now: https://drive.google.com/file/d/1hOfhf3DPUJa-BTtZqxJW7f0fnCSMa9BV/view?usp=sharing This week on Letterland L...
Meet the AI agent closing newsletter sponsorship deals
Join the Letterland Brief daily newsletter to keep on top of all the headlines and intelligence: letterlandlive.com This week on Letterland LIVE we're joined by Adam R...
He scaled and exited a million dollar AI newsletter in 18 months
Join the Letterland Brief daily newsletter to keep on top of all the headlines and intelligence: letterlandlive.com This week on Letterland LIVE we're joined by Marco ...
List Size Doesn't Matter
Join the Letterland Brief daily newsletter to keep on top of all the headlines and intelligence: letterlandlive.com This week on Letterland LIVE we're joined by Young ...
Google Zero Means the Future of Media Is Newsletters
Join the Letterland Brief daily newsletter to keep on top of all the headlines and intelligence: letterlandlive.com This week on Letterland LIVE we're joined by Yahoo!...
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 newslett...
State of the Newsletter Ad Market
This week on Letterland LIVE we’re joined by Nic Conley, founder of The Follow Up. Nic lives at the intersection of newsletters and sales. We’ll get into how important...
Substack Declares War on AI Slop
This week on Letterland LIVE we're joined by Simon Owens, founder of Simon Owens' Media Newsletter. Simon's been tracking the media and newsletter space for years, and...
Did France Just Kill Newsletter Open Rates?
Is the newsletter industry's favorite metric officially dead? This week on Letterland Live, Tyler Morin and Louis Nicholls break down the news out of France that could...
Smart Newsletter Operators Are Going Live in 2026
This week on Letterland LIVE we're joined by Taylor Craig, founder and CEO of Launch Live Now. Taylor helps media brands and creators launch live shows. We'll dig into...
The Contrarian Approach to a $100M Newsletter
This week on Letterland LIVE, we welcome 1440 founder and CEO Tim Huelskamp. Tim built 1440 into one of the biggest daily newsletters in the world. We'll get into the ...
The New Kings of Media – with Matt McGarry and Heather Hunter
This week on Letterland LIVE we're joined by Growletter founder Matt McGarry and newsletter sponsorship strategist Heather Hunter. We're talking about the new kings of...