Summary
Dan Whitcomb is a Principal Software Engineer with 12 years of experience building and leading product-focused engineering teams across startups and mature organizations. Currently a founding engineer for Toast’s Catering & Events platform, he’s shipped three products that helped grow catering to 10,000 users and over $5M ARR while driving platform architecture and cross-R&D integrations. Previously at Drift he scaled the chat system 10x, led cost-saving and data-migration initiatives, and modernized 60+ microservices to Java 11, showing a knack for balancing performance, cost, and compliance. His background spans cloud, IoT, and infrastructure work at companies like Tive, MITRE, and VMware, giving him deep systems and operational experience. Known for hands-on leadership, he combines product empathy with pragmatic engineering to turn ambiguous problems into shipped solutions. Based in Boston, he also maintains a public presence at danwhitcomb.com demonstrating a thoughtful blend of technical depth and business impact.
12 years of coding experience
5 years of employment as a software developer
Bachelor of Arts (B.A.), Computer Science, Bachelor of Arts (B.A.), Computer Science at Dartmouth College
New Trier High School District