Elijah Gwynn
Engineering at Fay
Shelburne Falls, Massachusetts, United States
Summary
👤
Senior🎓
Top SchoolElijah Gwynn is a seasoned engineering leader and founder with ~14 years of hands-on experience turning ambiguous startup problems into resilient, production-grade systems. As Co-Founder and CTO of Uptrust he bootstrapped the core product in TypeScript and scaled it to serve over a million users while leading a fully remote team and shaping architecture, observability, and deployment pipelines. Previously a lead engineer at OkCupid, he built high-volume, mission-critical infrastructure and managed multi-million-dollar billing flows, bringing deep experience across Node.js/TypeScript, GraphQL, Postgres, Terraform, and cloud platforms. A self-described fearless generalist, Elijah excels at mentoring engineers, writing actionable architectural guidance (ADRs), and jumping into whatever needs fixing—from product planning to low-level debugging. He’s currently drawn to early-stage B2B SaaS roles where pragmatic engineering judgment and prior founding/CTO experience accelerate 0→1 growth.
14 years of coding experience
18 years of employment as a software developer
Baltimore School for the ArtsComputer Science, Computer Science at Carnegie Mellon University
Github Skills (60)
keybase10
csv10
reconciliation9
pgp9
end-to-end-encryption9
tui9
json9
service-client9
eda9
datasette9
spreadsheet9
client-library9
sqlite9
chat9
cli9
Programming languages (7)
Github contributions (5)
egwynn/MongoBot
Jun 2015 - Jan 2016
Contributions:2 PRs, 2 pushes, 3 branches in 7 months
irc-botpythonblazingmongobot
egwynn/Javascript-for-R-K-Finn-school
Feb 2016 - Feb 2016
Contributions:2 pushes in 1 day
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