Sherwood Callaway
Founder & CEO at Andreessen Horowitz
San Francisco, California, United States
Summary
👤
Senior🎓
Top SchoolSherwood Callaway is a founder and engineering leader with 11 years of experience building infrastructure, observability, and AI-enabled products from startup to scale. He founded and leads Sazabi, an AI-native observability platform, and previously co-founded Opkit (YC S21), which commercialized one of the earliest AI phone-calling services before being acquired. At Brex he established core observability and bill-pay teams and shipped Brex’s first subscription SaaS product, and at 11x he led a 12-person team to build a $10M+ ARR product and migrate 300+ customers. Comfortable across the full stack and cloud-native operations, Sherwood blends hands-on engineering with product-led go-to-market experience and investor-facing diligence as an Infra Scout at a16z. He relocated and reinvented his career path multiple times—moving from North Carolina to San Francisco and later NYC—showing a pattern of hustle and rapid impact.
11 years of coding experience
4 years of employment as a software developer
Business Fundamentals Certificate Business Marketing Accounting Finance, Business Fundamentals Certificate Business Marketing Accounting Finance at McIntire Business Institute at the University of VirginiaComputer Networking, Computer Networking at Bradfield School of Computer ScienceS21, S21 at Y CombinatorBachelor of Arts (B.A.) History, Bachelor of Arts (B.A.) History at Davidson CollegeWeb Development, Web Development at Dev Bootcamp
Stackoverflow
1,498reputation
947kreached
9answers
10questions
Github Skills (200)
raven10
javascript-client10
sentry10
testing10
swagger10
openapi-generator10
ember10
e2e10
rest-api10
orchestration10
openapi10
code-generator10
javascript10
stubs10
charts10
Programming languages (11)
Github contributions (5)
opkit-co/openapi
Jan 2022 - Feb 2023
Opkit OpenAPI schema
Contributions:9 reviews, 104 commits, 63 PRs in 1 year 1 month
apiopenapi-generatoropenapi3openapi-schemaopenapi
shcallaway/cardician
Dec 2016 - Jul 2018
Contributions:42 commits, 35 pushes, 1 branch in 1 year 7 months
Find and Hire Top DevelopersWe’ve analyzed the programming source code of over 60 million software developers on GitHub and scored them by 50,000 skills. Sign-up on Prog,AI to search for software developers.