Ashkaan Hassan, Esq

I started my first company the month I passed the bar exam. I was 26, had a law degree, and a much stronger sense that I'd rather build something than go work at a firm. Fourteen years later, We Solve Problems does $1.09M ARR with a 40% SDE margin — double the MSP industry average.

Along the way I picked up a real estate broker license, an MLO license, a CKA certification, and a habit of attending DEF CON. I spent six years as CCO at Radius Agent, navigating multi-state compliance for 70,000+ real estate agents. I consulted for Marvel Studios on Thor: Ragnarok and built infrastructure that became their IT gold standard. I chair the board of After-School All-Stars LA and serve as a Commissioner on the California State Bar's judicial evaluation committee.

In 2023, I bet the company on AI. I replaced manual workflows with 50+ Claude-powered automations running on Windmill — everything from client onboarding to financial reporting to compliance checks. I built the 178-control AI governance framework deployed at a Fortune 500 public company. I architected Contextium, an open-source system for making Claude Code project-aware across sessions.

This site is the proof. Every interactive element — the terminal, the Ask Claude bar, the MCP server, the context router demo — was built with the same stack I use every day: TypeScript, Astro, React, Cloudflare Workers, and the Claude API. I don't just talk about AI transformation. I live it.