Lennon Day-reynolds is a seasoned technology leader and current CTO based in Portland, Oregon, with 17 years of engineering and management experience across startups, enterprise platforms, and political tech. He has led teams and product integrations at companies including Twitter, Stripe, HashiCorp, and ZeroTier, and founded/led multiple ventures, bringing both operator and founder perspectives to product and infrastructure challenges. Known for bridging systems engineering and solutions architecture, he repeatedly ships resilient, scalable networks and distributed systems while translating technical trade-offs for business stakeholders. His career blends hands-on software development (from early work at Intel and Sun to developer roles at Dark Horse and Reed College) with senior leadership in fast-moving environments. A longtime partner at HOPAGANDA LLC and active in civic tech earlier in his career, he pairs technical depth with a practice of pragmatic collaboration. Notably, his trajectory shows a pattern of stepping into roles that require both technical reinvention and go-to-market enablement.
17 years of coding experience
18 years of employment as a software developer
Linguistics, Mathematics, Computer Science, Linguistics, Mathematics, Computer Science at Portland State University
Contributions:20 commits, 1 push, 1 branch in 8 days
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