I'm a web developer living in Newberg, Oregon. I'm passionate about technology, options trading, snowboarding, skateboarding, and tennis.
I founded Cloudmanic Labs, where we build software products like Options Cafe, Skyclerk, and Oregon Past Due Rent. I also invest in various ventures through Matthews Etc.
MCP servers flood your AI agent's context window. A CLI doesn't. I built Massive CLI — a command-line tool for the Massive financial data API — because a single binary that outputs clean tables or JSON is a better fit for both humans and AI agents.
The most underrated career strategy isn't optimizing for ROI — it's just doing stuff. Putting things into the world consistently, without overthinking the return, has generated hundreds of thousands of dollars in opportunities over 20 years.
Inspired by OpenClaw, I built Autumn — a personal AI assistant powered by Claude Code that lives in Slack. It reads my emails, manages my reminders, runs scheduled briefings, and automates browser tasks. Here's how it works.
Getting 1,000 customers is brutal. But 100 customers at $200/month? That's $240k/year—and easier than you think. Here's why fewer customers means more profit.
Most of us don't need more hours in the day—we need systems that protect our attention and reduce friction. Here's how small changes compound into a life spent on what actually matters.
How I transformed my development workflow by treating GitHub Issues as both my project management system and planning document, with Claude at the command line as my primary collaborator.
Follow me on Twitter for thoughts on software, trading, and life.
Follow @spicermatthews