'letterland by Louis Nicholls, Tyler Morin

In this special holiday edition of LetterLand, Louis and Tyler look past 2025 to predict the massive shifts coming to the newsletter and creator economy in 2026. From the death of the "middle class" newsletter to the surprising B2B sales strategies borrowed from OnlyFans, they break down why the old playbooks are breaking and what will replace them.

In this episode, Louis and Tyler sit down with Ryan Sager, co-founder of Who Sponsors Stuff, to break down how to monetize your newsletter through live events. We explain why you should stop chasing celebrity speakers and how to get sponsors to cover your costs before you spend a dime. Ryan also shares how a small dinner series evolved into a successful conference and the best way to validate your event ideas without losing money.

This week, Louis and Tyler examine how to convert social media followers directly into newsletter subscribers using DM automation, effectively bypassing the friction of traditional landing pages. They break down the mechanics of "borrowing" audiences from other creators, outline strategies for securing free recommendations through strategic interviews, and share tactical advice on using tools like ManyChat to scale your list organically.

In this episode, Louis and Tyler sit down with Matt Paulson, founder of MarketBeat, to break down what it takes to build a $50M media company. We talk about why obsessing over cost per subscriber is killing your growth and reveal the exact metrics to focus on instead. Matt also shares how to generate $1.5M a month with SMS marketing and why niching down is actually bad advice for building a massive business.

In this episode, Louis and Tyler sit down with Nathan May, founder of The Feed Media, to break down the "Invite-Only" newsletter blueprint. We explain why selling ads is a trap for most creators and reveal the exact math on how to generate $1M in revenue with just 1,000 subscribers using a high-ticket, exclusive model.

This week, Louis and Tyler break down the escalating newsletter platform wars. Patreon launches Quips to clone Substack Notes and pull creators back, Beehiiv drops a massive feature batch in full catch-up mode, and the fight for creator loyalty intensifies. They analyze why Patreon suddenly feels dangerous, where Beehiiv is vulnerable, and what this means for operators choosing platforms.

In this episode, Louis and Tyler sit down with Matt McGarry to break down 5 7-figure newsletter ideas you should steal and launch this weekend to hit a million dollars in revenue in 2026.

How did a college kid with no network or experience manage to break into venture capital... one of THE toughest, most cliquey industries in the world?

This week, Louis and Tyler dig into the top 5 ways to get your first 1000 subscribers that actually work to build a profitable newsletter business quickly.

This week, Louis and Tyler examine whether Substack is siphoning readers from your owned channels, how its network effects impact discovery and retention, and how to keep control of your list. They compare native recommendations vs external links, outline migration and backup steps, and share metrics to track platform risk.

In this episode, Louis and Tyler are joined by Corey Leff, Founder and CEO of JohnWallStreet.com , to show how a niche B2B newsletter became a sports intelligence business. They cover writing for 100 who matter, mentor-driven access, brick-by-brick growth, sponsor-led events, $10k memberships, thematic research, and why free beats paywalls.

In this episode, Louis and Tyler are joined by Ryan Heafy from 6AM City to share the playbook for scaling local newsletters. They cover market selection, AI-assisted workflows, internal tools, list growth, ad sales, and the deliverability habits that keep engagement high.

This week, Louis and Tyler unpack a wild cash-drop stunt to grow a newsletter. What worked, what flopped, and the exact fixes to turn fleeting views into email subscribers.

In this Q&A episode, Louis and Tyler are joined again by Emanuel (Manu) Cinca from Stacked Marketer to answer listener questions.

In this episode, Louis and Tyler are joined by Emanuel (Manu) Cinca from Stacked Marketer to discuss how to start, grow, and monetize a B2B newsletter in today's competitive landscape.

In this episode, Louis and Tyler are joined by Jeffrey Eisenberg from Media Intercept to discuss newsletter advertising, monetization strategies, the future of ad networks and hot takes on the newsletter space in 2025.

In this Q&A episode, Tyler and Louis dive into strategies for landing your first newsletter sponsorship, including tips on leveraging your subscriber list, analyzing competitors, and using ad networks. Plus a bunch more newsletter questions and answers...

It's 2025... a whitepaper or cheatsheat won't cut it anymore if you want lots of newsletter signups. So how do you create lead magnets that actually work? Tyler and Louis discuss our top 5 lead magnets to try this year for faster newsletter growth. Plus — are newsletter open and click-through rates dead? Or still useful?

Substack raises a $100m series C round of funding from top investors. What does this mean for the newsletter space? Should we all move to Substack now? Will they finally embrace ads? 

Louis and Tyler switch things up with a game of "fact or fiction" about newsletter recommendations tools...

Tyler's back and — together with Louis — we get into a bunch of nerdy newsletter stuff:

Gunnar Holm is *the guy* who top newsletters in the finance space turn to for profitable paid growth.

Gunnar Holm is the founder of Growjoy, where he is *the guy* top finance publications trust to run their paid newsletter acquisition. 

Are local newsletters the easiest way for a "normal" person to start a 6-figure newsletter business? Or just the next "get rich quick" bubble about to blow up in gullible idiots' faces?

Louis and Tyler are back with another Q&A episode!

When a big consumer trend comes along — like AI or crypto — it creates an opportunity for 7- and 8-figure newsletters. But how do you identify those "big" trends earlier enough to take advantage of them? And what trends are Tyler and Louis currently excited about? 

Tyler and Louis are joined on the pod by newsletter ad sales maestro, Dan Barry. We answer your top questions about newsletter ad sales and more. Including:

Louis and Tyler are joined by Jason Woodruff, founder of "The Pour Over" newsletter, to talk ad networks, secrets of newsletter growth, and what it takes to build a newsletter to 1.4 million subscribers.

It's Q&A time! Louis and Tyler dive into...

Tyler's angry that he might be missing out on a big opportunity on Substack. Louis shares the story of one smart newsletter operator who's adding 500+ subscribers per day to her newsletter for free.

In Q&A episode #1 you'll get our answers to...

Matthew McConaughey's newsletter has a big problem... or does it?

Louis and Tyler reveal the secret behind a newsletter that garnered over 1.4M subscribers, one thing everyone gets wrong about Substack, and our top 5 takeaways from the Newsletter Conference in NYC.

Louis and Tyler talk tariffs...