greece
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George Kalogeropoulos
George Kalogeropoulos is the co-founder and CEO of HealthSherpa, the private-sector enrollment engine that sits on top of HealthCare.gov. When the federal exchange buckled at its 2013 launch, he and two collaborators built a faster alternative in a matter of days. HealthSherpa has since enrolled more than 10 million Americans in ACA coverage. Raised in Greece by a sculptor father and a tutor mother, he studied political science at Yale, did a stint at Bridgewater Associates, then pivoted a Y Combinator rent-prediction startup into a mission to make health insurance legible.
Stefanos Loukakos
Stefanos Loukakos is the Co-founder and CEO of Connectly.ai, a San Francisco-based AI conversational commerce platform that raised a $20M Series B led by Alibaba in September 2024, bringing total funding to $37.2M at ~$100M valuation. A native of Greece, he previously served as Head of Facebook Messenger Business and Director of Blockchain at Meta, and as Country Director of Google Greece. He built Connectly to let retailers sell through WhatsApp, Instagram, SMS, and web chat - turning customer messages into revenue.