Oleg Rogynskyy, Angel Investor

Oleg Rogynskyy is a serial entrepreneur with two decades of leadership in artificial intelligence. He founded three startups, including People.ai, one of the first enterprise AI platforms to achieve global market leadership. Backed by Andreessen Horowitz, Iconiq, Lightspeed, and Index Ventures, People.ai scaled to hundreds of employees across multiple continents, powering trillions in revenue and pipeline for global enterprises. Oleg handed off the CEO role in 2025 after a decade of growth, leaving the company thriving and financially sustainable. Today, he leads a stealth defense technology company born in Ukraine, focused on AI‑driven autonomy across drones, USVs, UGVs, interceptors, and command‑and‑control systems. With over a thousand engineers and operators, the company is scaling battle‑proven systems designed to make defense operations dramatically more cost‑effective than offense, with the mission of preventing global conflict through mass, autonomy, and intelligence. As an investor, Oleg has backed nearly 30 startups, including Neon (acquired by Databricks), Regrello (acquired by Salesforce), Fathom.ai, Resquared, Pomerium, Jamix, Product Science, and Pano. His portfolio reflects a strong focus on AI, data infrastructure, and enterprise platforms, underscoring his commitment to supporting founders building transformative technologies.