What I Learned About Newsletters in 2025

Should You Host a Trip for Your Newsletter Readers?

Your most loyal readers might want to travel with you. Here’s what you need to know — and how to make trips work for your audience.

How Will Newsletters Thrive in the Age of the AI-Powered Inbox? By Finding Their Unfair Advantage

Simply getting an email address isn’t going to be enough anymore. The newsletters that succeed in the inbox are going to be the ones that create strong brands, build communities, and think like moguls. Here’s what that might look like.

New Ways to Add Personality To Your Newsletter

Readers want to connect to real people in their inbox. But not every team has the resources to let a writer take over an entire newsletter. Here are a few new ways to add voice to your work.

The Secrets Behind Assistants vs. Agents? Content, Community — and a Newsletter with Priceless Intel

Warner Bailey created a meme page for Hollywood assistants. It grew into a weekly newsletter and eventually into an educational ecosystem for the TV and film industry’s next generation.

How I'm Using AI With My Newsletter

Artificial intelligence can be helpful for creating processes, coming up with ideas, and helping you analyze results. Here are a few ways I’m using it to improve my newsletter.