Summary
Jonathan Samples is a pragmatic technology leader and CTO with 11 years of hands-on engineering experience building scalable web and AI-driven systems from startup scrappiness to production-grade operations. He has led teams and architecture across industries—from construction AI at Trunk Tools to analytics and full-stack products at G5 and Poly—combining product-minded design with security, compliance, and reliability. Known for turning big ideas into working tech and for keeping teams and infrastructure humming under pressure, he balances strategic vision with day-to-day firefighting. Based in Bend, Oregon, he brings deep experience in microservices, Ruby on Rails, and end-to-end delivery while mentoring engineers and shaping product roadmaps. A former server and real-time messaging developer, he still values elegant engineering tradeoffs and enjoys collaborating on interesting projects with fun, high-performing teams.
11 years of coding experience
18 years of employment as a software developer
High School Diploma, High School Diploma at North Monterey Country High School
BA Computer Science, BA Computer Science at Pomona College
Spanish