Revolution’s Steve Case and Certares’ Greg O’Hara Are Betting on Scarce Travel Assets

Photo Caption: Steve Case and Greg O'Hara speaking at the Skift Global Forum in New York City on September 23, 2026. Steve Case, the AOL co-founder who has recently been investing in travel, and Greg O'Hara, founder of travel investment firm Certares, told Skift Global Forum that the AI boom is increasing their appetite for hard travel assets: land, luxury homes, wellness resorts, and high-speed trains. The more digital people's lives become, the more they want real places and real people, said Case, chairman and CEO of Revolution. That's why he's investing in things you can't stream, like resort destinations and luxury rental homes in highly coveted tourist destinat