Jon Gray

Jon Gray is a seasoned technology and marketplace leader best known for his role as Chief Executive Officer of RVshare, the world’s first and largest peer-to-peer recreational vehicle rental marketplace. He has been leading RVshare since January 2018, guiding the company through significant growth in listings, bookings, and strategic development in the outdoor travel sector.

Gray’s expertise centers on marketplace economics, growth strategy, and customer experience, with a career that spans marketing, sales leadership, and executive management across consumer internet platforms. He also serves on industry boards, including ToursByLocals, and has advised other marketplace and travel tech companies

Jon Gray

's episode

Building Travel Marketplaces That Actually Endure

Episode #
19

Why STR, Multifamily, and Flexible Living Are Converging

Episode #
18

Decisions Over Forecasts: How STR Operators Win in 2026

Episode #
17