Bootstrapping a SaaS
A small software business starts with understanding someone’s problem. These essays follow that work from customer conversations and early pricing to the decisions that make a business sustainable.
Follow this reading path →A few places to start
Pick a thread to follow.
There are 439 posts here, going back to 2019. These reading paths connect essays around a question, a practice, or a business I’ve built.
Building an audience
An audience is made of people with their own needs, interests, and problems. This reading path starts with finding the people you want to serve, then explores how to build relationships that can outlast a particular platform.
Follow this reading path →Building in public
Sharing the work has shaped my businesses and my career. It also raises questions about attention, privacy, and competition. These essays show how my thinking about building in public has developed over time; the original publication dates are part of that story.
Follow this reading path →AI for founders
AI keeps changing how I build software and how I think about the business around it. These posts cover hands-on development, operating costs, and the questions that remain after the code works. Read them with their publication dates in mind: the tools and my approach continue to change.
Follow this reading path →The Podscan journey
I founded and bootstrapped Podscan.fm, a podcast intelligence platform, and sold it to Audiohook in 2026. Along the way, I wrote about the decisions while I was still making them. This reading path follows the early product, funding, shifts in direction, and the work that took time to pay off.
Follow this reading path →Life as a founder
A business takes up space in your life, even when you enjoy the work. These personal essays explore the expectations, boundaries, and changes that come with being a founder. They are accounts of lived experience and reflections on making the work sustainable.
Follow this reading path →Each article keeps its original date and perspective. For everything in publication order, browse the full archive.