
He grew Wayfair from under $1 billion to more than $12 billion, ran marketing at a health-science startup, and now he is selling copy paper, custom mugs, and a TikTok star to the world. The through-line is a stubborn belief that every big idea should first be a test.
Healthee is an AI-powered health benefits platform that helps employees understand, navigate, and use their health insurance. Its virtual assistant, Zoe, answers plan-specific questions about coverage, providers, and costs in plain language across 50+ languages, while giving HR teams and brokers tools to cut administrative burden and healthcare spend. Founded in 2021 and headquartered in New York with R&D in Tel Aviv, Healthee serves 15,000+ customer organizations including Instacart, SiriusXM, and Celonis, and raised a $50M Series B in 2025.