Revenue Rulebreaker
Stories about paid newsletters for people who don’t rely on platforms. Find community, events, classes and more.
Featured posts
The List of Legends
Meet the Legends—my coolest and most involved champions.
Legends are people who support my projects by investing early with
2 min read
Latest posts
Inside My Business
paid
How much money I made the first half of this year
My goal was to make $90k this year through subscriptions, sponsorships and speaking. Am I doing that? Check in on my progress!
6 min read
10 Pitfalls of paid subscriptions
Before you launch your subscription, watch out for these 10 things that can become more trouble than they're worth fast
6 min read
Why subscription fatigue is not our problem
People are buying subscriptions. Why aren't they buying yours?
4 min read
🟢 Live blog: How my Summer Reader Raise is going
I'm raising $5k by August 31 to support my free sessions, free newsletters and free events this summer.
3 min read
Travel Blogs
paid
Living in houses with strangers
I choose to live without stable housing. Here's what it's like staying with different people around the world.
8 min read
Free vs paid newsletters
What's the difference between a free newsletter, a paid newsletter and email marketing. Which kind is right for you?
6 min read
Travel Blogs
paid
🟢 Live travel blog
Scenes, photos and reflections from my travels around the Americas in 2025
12 min read
How to manage your time when you're bad at managing your time
The one thing that changed how I spend my days
3 min read
I don't want to paywall
Will your audience pay you or not? There's only one way to find out.
3 min read
Sponsorships
paid
The hardest part of booking sponsors as a small creator
My new paid partnerships strategy: what's working, what's not and what's surprising
8 min read
Inside My Business
paid
I moved from beehiiv to Ghost. Here's how it went.
A recap of my newsletter move. The good, the bad and the unexpected.
10 min read
Inside My Business
Behind the scenes of my business
23 posts
Subscriptions and Memberships
Recurring revenue with a subscription, membership or community
20 posts
Email and Newsletters
Email marketing and newsletter strategies
15 posts
Digital Products
Selling info products
10 posts
Free Posts
Posts that aren't behind the paywall
9 posts
Sponsorships
Booking partnerships and sponsorships
5 posts
Legends
Everything a Legend needs! Find the Welcome Guide, the List of Legends and more.
4 posts
Popular
My most popular issues
3 posts