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Substack
Newsletter
Newsletter Growth
Newsletters
Bulletpitch
Venture Capital
Beehiiv
Marketbeat
Patreon
Apple
Chatgpt
Stacked Marketer
John Wall Street
Events
AI For X
Sparkloop
Distribution
Linkedin
Who Sponsors Stuff
Dine and Deliver

Louis Nicholls and Tyler Morin dissect what the f happened in the newsletter space this week. Sometimes with "famous" guests.

PublishesTwice weeklyEpisodes39Foundeda year ago
Number of ListenersCategories
MarketingBusinessEntrepreneurship

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Artwork for 'LetterLand

Latest Episodes

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 playbook behind scaling a daily news digest to millions of readers, the economics ... more

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 media, a huge AI opportunity for newsletters, and how to find love in the inbox. more

YouTube

This week on Letterland LIVE we're joined by MarketBeat founder and CEO Matt Paulson and DNNR co-founder Rae Lambert.

Matt is a legend of the finpub space who's grown MarketBeat to $60M+ in revenue. We'll get into how to keep your media business lea... more

YouTube

A newsletter just hit a $101M valuation, without raising a dime. We break down 1440's jaw-dropping numbers and what it means for the business of newsletters.

We also discuss...

💰 The Rundown's first strategic investment

📬 The Flyover's $5M crowdf... more

YouTube

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Recent Guests

Adam Ryan
Recurring guest on LetterLand, founder/leader at Workweek?
Workweek
Episode: Is everyone wrong about BuzzFeed?
Sean Griffey
Founder and former CEO of Industry Dive; media veteran
Industry Dive
Episode: Is everyone wrong about BuzzFeed?
Ryan Sager
Co-founder of Who Sponsors Stuff, organizer of newsletter events and conference initiatives
Who Sponsors Stuff
Episode: How to monetize a newsletter with events | ft. Ryan Sager of Who Sponsors Stuff
Matt Paulson
CEO and founder of MarketBeat
MarketBeat
Episode: What everyone gets wrong about newsletter growth — with Matt Paulson, Marketbeat
Nathan May
Founder/Operator of private invite-only newsletter model and founder of Feed Media
Feed Media
Episode: He built a 7-figure invite-only newsletter | with Nathan May
Matt McGarry
Newsletter operator turned educator/agency leader, growing GrowLetter and advising newsletter operators
Grow Letter / Newsletter Operator
Episode: Steal these 5 "million-dollar" newsletter ideas to build in 2026...
Brett Perlmutter
Founder of BulletPitch; built the newsletter into an events business and investment syndicate
BulletPitch / 1528
Episode: From dormroom newsletter to VC fund — with Brett Perlmutter of Bulletpitch
Corey Leff
Founder/Executive at John Wall Street
John Wall Street
Episode: He built a million-dollar newsletter... for 500 readers (with Corey Leff of JohnWallStreet)
Ryan Heafy
Co-founder of 6AM City
6AM City
Episode: We built the world's biggest local newsletter business — with Ryan Heafy of 6AM City

Hosts

Tyler Morin
Host of LetterLand
Louis Nicholls
Host of LetterLand

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

Q&A: What's the hardest part of building a profitable newsletter?
Q: What is the hardest part of starting and maintaining a profitable newsletter?
The hardest part is maintaining a clean, engaged list and managing expectations about churn and deliverability; monetization also hinges on credible sales processes and avoiding over-reliance on ad networks, which are not a standalone solution.

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Frequently Asked Questions About 'LetterLand

What is 'LetterLand about and what kind of topics does it cover?

This show analyzes recent shifts in the newsletter ecosystem, with a steady emphasis on monetization, growth tactics, and platform dynamics. Episodes frequently feature operator-focused guests and veteran media founders who share practical playbooks for building sustainable newsletter businesses, including strategies around audience growth, monetization, events, and first-party data. A standout pattern is the hands-on approach: guests often discuss real-world campaigns, distribution levers, and partnerships, along with critical takes on dominant platforms and evolving sponsorship models. The format tends to blend contrarian perspectives with tactical advice, making it valuable for operators, marketers, and investors exploring newsletter-bas... more

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Which podcasts are similar to 'LetterLand?

These podcasts share a similar audience with 'LetterLand:

1. Local Media HQ
2. New Media
3. Growth In Reverse: Newsletter & Email Growth
4. The Creator Spotlight Podcast
5. Small Press, Big Ideas

How many episodes of 'LetterLand are there?

'LetterLand launched a year ago and published 39 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact 'LetterLand?

Our systems regularly scour the web to find email addresses and social media links for this podcast. We scanned the web and collated all of the contact information that we could find in our podcast database. But in the unlikely event that you can't find what you're looking for, our concierge service lets you request our research team to source better contacts for you.

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What guests have appeared on 'LetterLand?

Recent guests on 'LetterLand include:

1. Adam Ryan
2. Sean Griffey
3. Ryan Sager
4. Matt Paulson
5. Nathan May
6. Matt McGarry
7. Brett Perlmutter
8. Corey Leff

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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