How to monetize a newsletter with events | ft. Ryan Sager of Who Sponsors Stuff

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/louisnicholls_ [https://www.youtube.com/redirect?event=video_description&redir_token=QUFFLUhqbHQzTjVLWUVuUnZSMmkzVFlFM2dvVkZXYnFIZ3xBQ3Jtc0trTmtwcWZ0c2w0dzF2a293OUNrS3FMbEpDQ0pvdm1za0k4bjZsWXRSR05xM1dRVC05X1NPRmNKcjAydE9Xbk11MnhUcVZBdGdzZWVxVC1HTTFhLTBkOWxvdll0UnlhX1MyWlRoMlFxR1lkS281LVBCZw&q=https%3A%2F%2Fx.com%2Flouisnicholls_&v=OXCV18_IcSU] Follow Tyler: https://x.com/JPMorinChase [https://www.youtube.com/redirect?event=video_description&redir_token=QUFFLUhqbTlMMndFRV82amYwcTd0N3ZKVlN5RHJCWlIwQXxBQ3Jtc0trUW9XY2lsV21fTjU1elVCLWw1WXQtcm5iS2hpUTZqYXFIRG5kNEpfaHVHdkhNV1VlQWs1Z3ZOVDhEVVBNZTRtdThqS21hdlc4QlhuUDlwYVZpUTYzRk5oS1pldFExejJPTDkwZnVYcFAxMFJnZEhudw&q=https%3A%2F%2Fx.com%2FJPMorinChase&v=OXCV18_IcSU] Subscribe for more!

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 [https://whosponsorsstuff.com], 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. Follow Louis: https://x.com/louisnicholls_ Follow Tyler: https://x.com/JPMorinChase Subscribe for more!

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 tools like ManyChat to scale your list organically. Follow Louis: https://x.com/louisnicholls_ Follow Tyler: https://x.com/JPMorinChase Subscribe for more!

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 a massive business. Find Matt at Marketbeat.com or on Twitter at https://x.com/MattPaulsonSD Follow Louis: https://x.com/louisnicholls_ Follow Tyler: https://x.com/JPMorinChase Subscribe for more!

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/JPMorinChase Subscribe for more!