My Fifth Year as a Bootstrapped Founder

In April of this year, I sold TinyPilot, the bootstrapped hardware company I founded and ran for four years. I wrote a post in May that told the story of the sale, but I’d like to share more about the practical lessons I learned from the experience. In this post, I’m sharing what went well, what I want to improve in the future, and what surprised...

This is the second half of a post about using Nix to automate a fuzz testing workflow. At this point, I can run honggfuzz against pdftotext, but it takes a bit of manual effort to get things started. I promised in part one that I’d get all of the installation and fuzzing down to a single command. Downloading tricky PDFs In my ad-hoc fuzzing, I...

Fuzz testing is a technique for automatically uncovering bugs in software. The problem is that it’s a pain to set up. Read any fuzz testing tutorial, and the first task is an hour of building tools from source and chasing down dependencies upon dependencies. I recently found that Nix eliminates a lot of the gruntwork from fuzz testing. I created...

My first two years as a bootstrapped founder went poorly. I could barely find any paying customers, and all of my businesses lost money. I began questioning my decision to quit my cushy Google job. In mid-2020, yet another of my businesses had flopped, and it was only kind of COVID’s fault. Desperate for a distraction, I made a little contraption...

Seven years ago, I built my first home server. It made my software development work faster and more enjoyable, so I’ve gotten more into the home server scene. I built a custom storage server, another development server, and a dedicated firewall. At some point, my wife gently observed that my office was filling with unsightly wires. “What?” I...