'LetterLand
Louis Nicholls and Tyler Morin host a weekly show about the newsletter industry. Each episode breaks down the latest news, trends, and shifts affecting newsletter creators and businesses. They often invite guests to share their experiences and perspectives. The tone is informal and candid, with plenty of commentary on what happened in the space that week.
Episodes
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.comThis week on Letterland LIVE we're joined by Jenna Movsowitz, co-founder of Express Checkout, which was just acquired by Morning Brew, and Nathan May, founder of The Feed.Jenna and co-founder Nate Rosen started Express Checkout as a weekly CPG newsletter nearly four years ago
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.comThis week on Letterland LIVE we're joined by Nate Wells, Head of Business at The Pour Over, the politically neutral, Christ-first news company that just launched an app.Within days of launch, The Pour Over app rocketed up the App Store charts. And they're not alone. Publisher
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=sharingJoin the Letterland Brief daily newsletter to keep on top of all the headlines and intelligence: letterlandlive.comThis week on Letterland LIVE we're joined by Austin Tedesco, co-founder of Spur, a new "growth agency and product lab for media founde
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=sharingThis week on Letterland LIVE we're joined by Jack Westerkamp, co-founder of Breaking & Entering, and Michael Kauffmann, founder of Catskill Crew.Jack runs a daily live show about the ad industry and recently revamped B&E's newsletter. He bre
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=sharingThis week on Letterland LIVE we're joined by Justin Moore, founder of Sponsor Magnet, and Chris Miquel, founder of Audience Bridge.Justin shows exactly how newsletters are still landing massive brand deals in 2026, why he built Sponsor Mole, how oper
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.comThis week on Letterland LIVE we're joined by Adam Ryan, founder of Workweek, which just raised $17 million and officially became a newsletter platform, and Brian D'Erario, founder of Kerri Media.Adam walks through the newsletter opportunity he's betting on, how he controls fo
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.comThis week on Letterland LIVE we're joined by Marco Fazio, who just announced the sale of his newsletter Latestly, and Jesse Watkins, founder of Who Sponsors Stuff and The Newsletter Conference.Marco grew Latestly to a $1M newsletter in just 18 months by turning every new sign
List Size Doesn't Matter
Join the Letterland Brief daily newsletter to keep on top of all the headlines and intelligence: letterlandlive.comThis week on Letterland LIVE we're joined by Young Money author Jack Raines & Techpresso founder Louis Corneloup.Jack will share how a newsletter turned into a book deal (and a job investing in creators at Slow Ventures), plus whether anyone starting today should even bot
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.comThis week on Letterland LIVE we're joined by Yahoo! Sports' head of newsletters Kendall Baker & Growth In Reverse founder Chenell Basilio.Kendall will share his thoughts on why newsletters have never been more important for legacy media players and how to build a roster o
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 newsletters. We'll dig into whether that commitment to brevity helps or hurts monetization, and if the rumors of newsletter monetization's demise are greatly exaggerated. Manny joins us to set the record straight on newsletter growth
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 newsletter touchpoints are in the B2B sales process, when advertisers actually want to talk to you, and what newsletter advertisers actually care about.We’ll also discuss:💰 Daily Upside founder Patrick Trousdale steps down🤖
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 we're getting his read on the two biggest stories in the industry right now: Substack's partnership with Panagram to fight AI slop, and beehiiv's new Community feature from its Summer Release event.We'll also get into:📝 Beeh
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 spell the end of email open rates as we know them — and what it means for how you measure your newsletter's success.Also in the rundown: major publishers are opting out of Google Search entirely, and The New York Times is g
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 why live is a massive blue ocean opportunity for newsletter operators, what actually makes a live show work, and how to find winning content formats.We'll also get into:🤖 Sponsors are quietly blacklisting AI-heavy newsletter
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 playbook behind scaling a daily news digest to millions of readers, the economics of the aggregation model, and where he sees opportunity in the newsletter space heading into the second half of 2026.We'll also get into:📱 A ne
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 media, a huge AI opportunity for newsletters, and how to find love in the inbox.Plus everything else you need to know about the newsletter world.Subscribe to never miss a Letterland LIVE: https://www.youtube.com/@LetterlandL
Substack breaks into the ad game, MarketBeat's Matt Paulson & DNNR founder Rae Lambert
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 he
Can you build a $100M newsletter without investors?
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 l
Is everyone wrong about BuzzFeed?
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
2026 newsletter predictions
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.Follow Louis: https://x.com/louisnicholl
How to monetize a newsletter with events | ft. Ryan Sager of Who Sponsors Stuff
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 vali
Q&A: Free ways to grow a newsletter (and more listener questions)
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 t
What everyone gets wrong about newsletter growth — with Matt Paulson, Marketbeat
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
He built a 7-figure invite-only newsletter | with Nathan May
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.Follow Louis: https://x.com/louisnicholls_Follow Tyler: https://x.com/J
The Newsletter Platform Wars Just Got Interesting
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.
Steal these 5 "million-dollar" newsletter ideas to build in 2026...
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.comFollow Louis: https://x.com/louisnicholls_Follow Tyler: https://x.com/JPMorinChaseSubscribe for more!
From dormroom newsletter to VC fund — with Brett Perlmutter of Bulletpitch
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
The 5 best ways to get your first 1'000 newsletter subscribers
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.
Is Substack stealing your readers?
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.
He built a million-dollar newsletter... for 500 readers (with Corey Leff of JohnWallStreet)
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.Follow Louis: https://x.com/louisnicholls_Follow
We built the world's biggest local newsletter business — with Ryan Heafy of 6AM City
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.Follow Louis: https://x.com/louisnicholls_Follow Tyler: https://x.com/JPMorinChaseSubscribe for more!
1m tiktok views = how many subscribers?!
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.You’ll learn how to sharpen the CTA, tighten the landing page, and craft an offer people actually want so a viral moment becomes a list-growth engine.Follow Louis: https://x.com/louisnicholls_Follow Tyler: https://x.com
Q&A: What's the hardest part of building a profitable newsletter?
In this Q&A episode, Louis and Tyler are joined again by Emanuel (Manu) Cinca from Stacked Marketer to answer listener questions.They discuss how to pitch starting a newsletter at an established brand, the most impactful ways they're using AI to improve their newsletters, and the unexpected challenges that will be much harder than you think when starting out.Follow Louis: https://x.co
How to build a $1k/day marketing newsletter? With Manu Cinca
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.Follow Louis: https://x.com/louisnicholls_Follow Tyler: https://x.com/JPMorinChaseSubscribe for more!
What's next for newsletter sponsorships? With Jeffrey Eisenberg
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.Follow Louis: https://x.com/louisnicholls_Follow Tyler: https://x.com/JPMorinChaseSubscribe for more!
Q&A: How to sell your first newsletter ad (and more questions)
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...Follow Louis: https://x.com/louisnicholls_Follow Tyler: https://x.com/JPMorinChase
5 newsletter lead magnets that actually work
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?
EMERGENCY POD: Substack raises $100m... is this the end of newsletters?
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? Join Louis and Tyler for our first ever (excuse for an) "emergency pod", as we give our first impressions and hot takes on the news.
Q&A: Newsletter Recommendations Myths
Louis and Tyler switch things up with a game of "fact or fiction" about newsletter recommendations tools...which recommendations network is best?is it a bad idea to recommend other newsletters to your audience?and the killer question: are recommended subscribers actually any good?We get into all this and more, with our nerdiest episode yet.
AI, recommendations & a new experiment
Tyler's back and — together with Louis — we get into a bunch of nerdy newsletter stuff:did Tyler invent a better replacement for referral programs?how will AI search impact your newsletter growth?and what's the deal with beehiiv's "Top 4"?Listen in and shoot us your question at letterlandpod@gmail.com
Q&A: How to spend $100k/month on Meta ads to grow your newsletter profitably
Gunnar Holm is *the guy* who top newsletters in the finance space turn to for profitable paid growth.His agency Growjoy manages $millions in budget across meta ads, tiktok and more.So Louis invited him onto the pod to break down what it takes to spend $100k each month on newsletter growth... profitably.Gunnar spills a bunch of really useful stuff, including:Which paid social channel is st
How I'd build a $1m/year finance newsletter [full playbook]
Gunnar Holm is the founder of Growjoy, where he is *the guy* top finance publications trust to run their paid newsletter acquisition. He's helped tens of 7- and 8-figure newsletters spend $millions/month on paid growth via meta and tiktok ads. And — in today's episode — he breaks down exactly how he'd launch a $million/year newsletter in the finance space from scratch. In just 8 steps.
Why's everyone crazy about local newsletters?
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?TJ Larkin, founder of a bunch of local newsletters (and host of the localnewsletterinsider.com podcast/website) joins Louis to help him figure it out.
Q&A: Newsletter F**k-Ups, Referral Programs & The Best Way To Spend $2k/Month On Growth
Louis and Tyler are back with another Q&A episode!This week we dive into a bunch of listener questions, including:Does your newsletter need a website?What's your biggest newsletter f**k up ever?"Help — my newsletter referral program isn't working!"... and a tasty disagreement between our cohosts on how to spend $2k/month on newsletter growth. Listen in and send your own questions to l
How to discover the next 7-figure newsletter opportunity before anyone else
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? Listen in as we brainstorm ideas for what "the next" 7-figure consumer newsletter might look like. PLUS — Louis tests Tyler on
Q&A: Newsletter Ad Sales Special — with Dan Barry
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:How many subs do I need to start selling ads?What % of my ad clicks are "fake" — and do sponsors care?You've got 3 days to sell your first ever newsletter sponsorship... how do you do it?Find Dan at adsalesasaservice.com and revenews.c
How to build a 1.4m subscriber newsletter — with Jason Woodruff from The Pour Over
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.
Q&A: Fastest way to $10k/month with a newsletter + more
It's Q&A time! Louis and Tyler dive into...... what's the easiest way to make $10k/month with a newsletter?... if you could only buy shares in one newsletter... which one would you pick?... is it too late to start a profitable newsletter? Is the newsletter boom over?Plus — we want to answer YOUR questions! Send them to letterlandpod@gmail.com today for a shoutout on the pod
Should you move to Substack?
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.
Q&A: Wildest referral rewards | Are sweepstakes dead? | And more
In Q&A episode #1 you'll get our answers to...... what's the "wildest" newsletter referral reward you've ever seen?... who is your most "famous" newsletter subscriber?... are sweepstakes dead? Or a secret weapon for list growth?... should you ask for "work emails" in your signup form?Plus — we want to answer YOUR questions! Send them to letterlandpod@gmail.com today for a shoutout on
Matthew McConaughey's BIG newsletter problem...
Matthew McConaughey's newsletter has a big problem... or does it?In the latest episode of LetterLand, Louis and Tyler argue about how import it is to send your newsletter at "the right time" — or if that even exists. Then we get into the rise of Substack — should you use it for your newsletter?And finally, we dig into the importance of "community" to your newsletter.
Top 5 spicy takes from The Newsletter Conference
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.Your newsletter questions answered --> letterlandpod@gmail.com Find Louis at https://growmynewsletter.com and Tyler at https://leverageletter.co.
Tariffs + a 7-figure newsletter opportunity hiding in plain sight
Louis and Tyler talk tariffs...how will they affect your newsletter?is there anything you should be doing about it?what are the "hidden" opportunities to profit from the chaos?Then Louis shares a $multi-million newsletter opportunity he found while being lazy on his phone — and a step by step playbook for how to take advantage of it.
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