'LetterLand
Episodes
2026 newsletter predictions
05 Jan 2026
Contributed by Lukas
In this special holiday edition of LetterLand, Louis and Tyler look past 2025 to predict the massive shifts coming to the newsletter and creator econo...
How to monetize a newsletter with events | ft. Ryan Sager of Who Sponsors Stuff
03 Jan 2026
Contributed by Lukas
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 liv...
Q&A: Free ways to grow a newsletter (and more listener questions)
02 Jan 2026
Contributed by Lukas
This week, Louis and Tyler examine how to convert social media followers directly into newsletter subscribers using DM automation, effectively bypassi...
What everyone gets wrong about newsletter growth — with Matt Paulson, Marketbeat
16 Dec 2025
Contributed by Lukas
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...
He built a 7-figure invite-only newsletter | with Nathan May
08 Dec 2025
Contributed by Lukas
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...
The Newsletter Platform Wars Just Got Interesting
21 Nov 2025
Contributed by Lukas
This week, Louis and Tyler break down the escalating newsletter platform wars. Patreon launches Quips to clone Substack Notes and pull creators back, ...
Steal these 5 "million-dollar" newsletter ideas to build in 2026...
16 Nov 2025
Contributed by Lukas
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 ...
From dormroom newsletter to VC fund — with Brett Perlmutter of Bulletpitch
06 Nov 2025
Contributed by Lukas
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?...
The 5 best ways to get your first 1'000 newsletter subscribers
17 Sep 2025
Contributed by Lukas
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 qui...
Is Substack stealing your readers?
10 Sep 2025
Contributed by Lukas
This week, Louis and Tyler examine whether Substack is siphoning readers from your owned channels, how its network effects impact discovery and retent...
He built a million-dollar newsletter... for 500 readers (with Corey Leff of JohnWallStreet)
28 Aug 2025
Contributed by Lukas
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 ...
We built the world's biggest local newsletter business — with Ryan Heafy of 6AM City
20 Aug 2025
Contributed by Lukas
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 selecti...
1m tiktok views = how many subscribers?!
16 Aug 2025
Contributed by Lukas
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 i...
Q&A: What's the hardest part of building a profitable newsletter?
13 Aug 2025
Contributed by Lukas
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 ...
How to build a $1k/day marketing newsletter? With Manu Cinca
11 Aug 2025
Contributed by Lukas
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...
What's next for newsletter sponsorships? With Jeffrey Eisenberg
04 Aug 2025
Contributed by Lukas
In this episode, Louis and Tyler are joined by Jeffrey Eisenberg from Media Intercept to discuss newsletter advertising, monetization strategies, the ...
Q&A: How to sell your first newsletter ad (and more questions)
30 Jul 2025
Contributed by Lukas
In this Q&A episode, Tyler and Louis dive into strategies for landing your first newsletter sponsorship, including tips on leveraging your subscri...
5 newsletter lead magnets that actually work
23 Jul 2025
Contributed by Lukas
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 w...
EMERGENCY POD: Substack raises $100m... is this the end of newsletters?
18 Jul 2025
Contributed by Lukas
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...
Q&A: Newsletter Recommendations Myths
16 Jul 2025
Contributed by Lukas
Louis and Tyler switch things up with a game of "fact or fiction" about newsletter recommendations tools...which recommendations network is best?is it...
AI, recommendations & a new experiment
12 Jul 2025
Contributed by Lukas
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...
Q&A: How to spend $100k/month on Meta ads to grow your newsletter profitably
08 Jul 2025
Contributed by Lukas
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 ac...
How I'd build a $1m/year finance newsletter [full playbook]
04 Jul 2025
Contributed by Lukas
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 ten...
Why's everyone crazy about local newsletters?
25 Jun 2025
Contributed by Lukas
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...
Q&A: Newsletter F**k-Ups, Referral Programs & The Best Way To Spend $2k/Month On Growth
21 Jun 2025
Contributed by Lukas
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 webs...
How to discover the next 7-figure newsletter opportunity before anyone else
15 Jun 2025
Contributed by Lukas
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 tho...
Q&A: Newsletter Ad Sales Special — with Dan Barry
07 Jun 2025
Contributed by Lukas
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. Incl...
How to build a 1.4m subscriber newsletter — with Jason Woodruff from The Pour Over
03 Jun 2025
Contributed by Lukas
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 ta...
Q&A: Fastest way to $10k/month with a newsletter + more
30 May 2025
Contributed by Lukas
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...
Should you move to Substack?
29 May 2025
Contributed by Lukas
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+...
Q&A: Wildest referral rewards | Are sweepstakes dead? | And more
22 May 2025
Contributed by Lukas
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" n...
Matthew McConaughey's BIG newsletter problem...
20 May 2025
Contributed by Lukas
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 ...
Top 5 spicy takes from The Newsletter Conference
14 May 2025
Contributed by Lukas
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...
Tariffs + a 7-figure newsletter opportunity hiding in plain sight
05 May 2025
Contributed by Lukas
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...