Gary Beasley, Angel Investor

Gary Beasley is an angel investor with a portfolio that includes NavigateAI, an AI platform focused on intelligent navigation and decision‑making tools; Urbyo, a digital real estate investment marketplace; Ribbon Home, a home‑buying platform offering flexible financing solutions; Pinktada, a travel technology startup specializing in flexible hotel bookings; and Postcard Cabins, a company building modular vacation cabins. He has participated in funding rounds across seed, pre‑seed, and series stages. These rounds raised totals of $25M for NavigateAI, $5M for Urbyo, $150M for Ribbon Home, $415K for Pinktada, and $950K for Postcard Cabins. Gary is Executive Chairman and Co‑Founder of Roofstock, a role he has held for nearly eleven years. Based in Oakland, he continues to lead the company’s mission of transforming real estate investing through technology‑enabled marketplaces.