Summary
Isaiah Keepin is an engineering leader with 11 years of experience building and scaling distributed software organizations, currently serving as AVP, Engineering for Maxwell Health / Sun Life in Burlington, VT. He leads ~60 people across a dozen teams and manages $15M in annual funding to deliver benefits administration software, cloud infrastructure on AWS, and an operational data platform using Snowflake and Go. Isaiah champions a servant-leader approach that drives autonomy, purpose, and mastery—improving hiring and retention eightfold and delivering measurable operational wins like a 4x reduction in manual work via AI tooling. He pairs strategic delivery skills with hands-on technology judgment, shipping a Typescript/React onboarding platform that cut manual work 50% and wait times 90% while doubling client satisfaction. Previously he grew boutique and consultancy practices (doubling team size and multiplying revenue) by focusing on cross-functional collaboration and product-management rigor. His background in education and humanities informs a people-first leadership style that prioritizes culture as a lever for technical excellence.
11 years of coding experience
18 years of employment as a software developer
Comparative Religions and Cultures, Comparative Religions and Cultures at Friends World College
Post-Baccalaureate Pre-Medical Certificate, Post-Baccalaureate Pre-Medical Certificate at University of Vermont
St. John's College
Bachelor of Arts (B.A.) Religion and Literature, Bachelor of Arts (B.A.) Religion and Literature at Hampshire College