Patrick Koeller - When - The AI Workforce Transitions Platform

Patrick Koeller

CTO

Technical co-founder and proven engineering leader with a track record of scaling startups to successful exits, including building Print Syndicate to $40M in annual revenue and orchestrating ApartmentJet's acquisition by Expedia Group. He has consistently built high-performing engineering teams from inception through scale, led complex technical integrations post-acquisition, and architected enterprise-grade systems for organizations including the Department of Homeland Security. He combines 14+ years of leadership and technical expertise with deep GenAI and cloud infrastructure knowledge to build When's AI-powered platform that transforms complex insurance decisions into seamless digital experiences while ensuring security and scalability.

Stories

Jan 1, 2026

The Story of When: Two neighbors' mission to fill America's Healthcare Gap.

Patrick Koeller](/content/explore/blog/when-founders-story/index.html)

Insight

Apr 7, 2025

COBRA’s Mid-Life Crisis Hits at 39

Patrick Koeller](/content/explore/blog/cobras-mid-life-crisis-hits/index.html)

Insight

Mar 17, 2025

The True Cost of Offboarding: A Look Beyond the Last Paycheck

Patrick Koeller](/content/explore/blog/breaking-down-information-silos-with-the-right-digital-toolkit/index.html)

Insight

Oct 20, 2024

Picking Insurance Plans with When

Patrick Koeller](/content/explore/blog/picking-insurance-plans-with-when/index.html)