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.

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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.

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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.

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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.

Find Matt at Marketbeat.com or on Twitter at https://x.com/MattPaulsonSD
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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.

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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.

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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.

Matt's stuff (go follow him): https://growletter.com

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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?

Brett Perlmutter of BulletPitch joined Louis and Tyler on the pod to share all 👇

→ how he came up with the idea for his newsletter
→ crazy growth hacks that drove thousands of high quality subscribers
→ and how things ended up going so well he realized he didn't even WANT a job in VC anymore... he could start his own damn fund

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.