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Sherwood Callaway

Co-founder/CEO at Opkit

Sherwood Callaway has worked in the software engineering field since 2015. In 2015 and 2016, they were a Software Development Intern and Software Developer at CapTech Ventures, Inc. In 2017, they worked as a Software Engineer, Infrastructure at Crunchbase, where they built a CI/CD pipeline and migrated production workloads from ECS to Kubernetes. From 2019 to 2021, they worked at Brex, where they served as a Software Engineer, Product (Bill Pay), Software Engineer, Observability, and Software Engineer, Infrastructure. In 2021, they became the Co-founder and CEO of Opkit (YC S21), a modern, developer-friendly health insurance verification platform for telehealth/virtual care companies and healthcare software vendors.

Sherwood Callaway's education history includes a Bachelor of Arts (B.A.) in Sherwood'story from Davidson College, which they obtained in 2016. Sherwood also attended Dev Bootcamp in 2014 to study Web Development, the McIntire Business Institute at the University of Virginia in 2013 to obtain a Business Fundamentals Certificate, and the Bradfield School of Computer Science in 2018 to study Computer Networking. In 2021, they attended Y Combinator for their S21 program. In addition to their educational qualifications, they hold certifications from the Cloud Native Computing Foundation (CNCF) as a Certified Kubernetes Administrator, Amazon Web Services (AWS) as an AWS Certified Solutions Architect - Associate, Triplebyte as a Triplebyte-Certified Generalist Software Engineer, and Oracle as an Oracle Certified Associate Java SE 8 Programmer I.

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