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 lean, whether starting a newsletter in 2026 is even worth it, and how many emails you should be sending subscribers.

Rae founded DNNR in 2023 to help creators and communities launch dinner clubs. We'll get her take on the value of IRL, how to run a successful event for your audience, and more.

We'll also get into:

💰 Substack launches ads
🔍 Kit drops Subscriber Signals
📉 Matt McGarry thinks energy is leaving newsletters
💸 6AM City hits profitability
⭕ Circle announces Circle AI

... and everything else you need to know about the newsletter world.

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About: Letterland is the front page of the newsletter industrial complex. Exclusive interviews, breaking news, and hot takes.

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 crowdfund
🐝 Inside beehiiv's rise to $30M ARR with employee #7 Daniel Berk
🔍 AEO strategist Kaleigh Moore breaks down AI search
📧 Our daily newsletter goes live TOMORROW (subscribe at letterland.live)

Do BuzzFeed, Business Insider, and other pageview/scale era media companies still have some life left in them? We chat with Industry Dive founder Sean Griffey about what everyone is missing in the pageview media model.

We also discuss...

🍾 Workweek's Partner Platform launch with Adam Ryan
🔮 Substack's Once and Future Media Forum
🐝 Beehiiv's Summer Release Event
⛰️ Starter Story's starter story
🌍 Africa's biggest newsletter

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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Follow Tyler: https://x.com/JPMorinChase

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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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