Eddie Flaisler

WORK HISTORY

EDUCATION

ABOUT EDDIE FLAISLER

Engineering executive with two decades of experience building and scaling global engineering organizations totalling 100+ engineers across 8 countries at category-defining companies, including Uber (NYSE: UBER), Box (NYSE: BOX), and Lob.Led engineering through hypergrowth, enterprise readiness, profitable scaling, and organizational pivot. At Box, built Enterprise Engineering into the foundation supporting 70%+ of $1B revenue. At Lob, led a globally distributed organization through transition to profitable growth at $100MM+ ARR and 1B+ annual mail pieces.Worked on high-scale distributed systems, including defense-in-depth security architecture, GDPR compliance at Uber scale, distributed transcoding infrastructure serving Turner CNN and Warner Bros, simulation infrastructure for autonomous vehicles, and regulated financial systems.Currently at Sagittarius Labs, where I architected and built Mission Control, an AI-native leadership intelligence platform integrating 25+ enterprise systems. Designed and implemented production-grade data ingestion pipelines, task-specific agent orchestration, vector search, and knowledge graph architecture, deployed on GCP with SOC 2-aligned controls including OAuth2, RBAC, encryption-at-rest, and audit logging. Sagittarius Labs was accepted into Google for Startups Scale Tier as the first bootstrapped company admitted. Engaged in strategic partnership and acquisition discussions with late-stage and public technology organizations exploring AI-native organizational intelligence.Co-host of \"People-Driven Development,\" a podcast on engineering leadership in the AI era. Instructor in the /dev/color executive accelerator program, teaching Engineering Strategy.