Why Substack's new valuation means a monopoly is brewing
Substack's new $1.1B valuation signals a new chapter and a point of no return for so-called independent media
9 min read
Latest posts (Page 5)
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
I set out to raise $5k from my readers this summer. Here's how it went.
Audience raises are not just for nonprofits. Inside my 2025 summer reader raise for $5k to fund my events, newsletters and more.
8 min read
Dirtbag Lifestyle
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
Dirtbag Lifestyle
paid
🟢 Live travel blog
Scenes, photos and reflections from my travels around the Americas in 2025
34 min read
I tried every planner and nothing worked until Sunsama
Sunsama taught me that I was doing too much every day. If you're struggling with productivity systems that don't work, you should try this.
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