An Evolution of a Software Company

Originally published on August 15, 2022 Let’s start with a story. It’s one you’ve probably lived through in some form, if you’ve spent more than ten minutes in the software industry. The Origin Story (and Its Inevitable Sequel) A company forms. There’s an idea, a goal, a dream. Usually it involves building the next great thing—a widget, a platform, a barely differentiated SaaS for onboarding PDFs. The founding team is small and experienced. They might be well-compensated, but more often they’re paid in the warm, fuzzy promise of equity. ...

May 15, 2025 · 3 min · The Cynical Developer

Welcome to The Cynical Developer

I’ve been a commercial software developer since 2005. I’ve earned a BSc in Computer Science (mostly for the debt), and spent the last two decades writing code at big corporations, scrappy startups, and everything in between. WYSIWYG This blog exists because… I’m opinionated. I’ve seen “the next big thing” turn into the next big baggage. I’ve backed into a 12‑year‑old monolith more times than I care to admit—and lived to tell the tale. Here, you’re not getting hype, evangelism, or feel‑good manifestos. You’re getting: ...