Comment by randomdrake

  Location: Tigard, OR (Portland Metro)
  Remote: Yes
  Willing to relocate: No
  Technologies: TypeScript, Python, Go, PHP, AWS, Kubernetes, React, Angular, Postgres, MySQL, Claude / MCP infrastructure
  Résumé/CV: https://davidbyrondrake.com/david-drake-resume.pdf
  Email: david@randomdrake.com

Engineering leader with nearly 20 years building teams that ship. Looking for Engineering Manager, Director, or VP roles.

Most recent: DevOps and Engineering Manager at Counterpart (insurance), where I led two full-stack teams plus DevOps and built an MCP infrastructure connecting GitHub, Linear, Salesforce, Snowflake, and Slack across the full insurance lifecycle. Agile success rate peaked at 89% against an 80% industry benchmark. A git-tracked Salesforce deployment pipeline I built on GitHub Actions saved roughly $20k a year and made deploys boring again.

Before that: Director of Engineering at Flourish Software (up to 15 engineers, 60% improvement in on-time delivery, 50% reduction in support load), Senior Full Stack at Expensify (moved millions of dollars a day, six-stack infrastructure), CEO of RedDep Labs (17 people, $8.6M valuation), CTO at iCracked (Y Combinator, 400+ technicians, dispatching system).

How I lead: I hire people who care about each other's success as much as their own, set clear commitments, and then trust the team to do the work. I trained as an actor and was a special education teacher before I wrote code, which is how I keep technical conversations legible to non-engineers and how I'm comfortable in any room.

Best fit: a team that values shipping over performance, has real users, and wants a leader technical enough to read the code and grounded enough to keep the team steady when things get hard.