Jon Staff

Jon Staff is the founder of Getaway (now Postcard Cabins) and was it's CEO through its acquisition by Marriott in December 2024. The company provides simple, unplugged escapes to tiny cabins outside of major cities across the United States. Getaway grew from Jon’s lifelong appreciation for the great outdoors, having grown up in a cabin in rural northern Minnesota. Under his leadership the company raised $300m+ and built 30 locations with 1,250+ cabins across the U.S. alongside a team of 500+, all fueled by a belief that the world has become overworked, overcrowded and always-on, and that all of us need the benefits of free time spent in nature. These beliefs crystalized into a movement and brand reflected in millions of social media followers, Net Promoter Scores consistently above 80, and countless paintings, poems, tattoos, and handwritten notes from thoughtful guests. Ultimately, a couple of peer companies and Getaway/Postcard Cabins created the category of Outdoor Hospitality, now the top trend in hospitality. Jon is the author of Getting Away: 75 Everyday Practices for Finding Balance in Our Always-On World (Penguin), was host of The Getaway Podcast and appeared on Shark Tank. He is also the co-designer of architecture featured in Dwell and on HBO. He is on the Board of Directors of the Harvard COOP and on the Advisory Board at the Ali Forney Center. He is a Strategic Advisor to The Newcastle Network, a consumer Private Equity Fund, and an advisor to several consumer startups ranging from asset-light coffee shops, to postpartum retreats, to prefab roadside hotels. Jon was recognized by Goldman Sachs as a Most Exceptional Entrepreneur in 2022 and 2023, and earned inclusion in Crain’s inaugural top LGBTQ Leaders & Executives list. He earned his AB and MBA from Harvard University, where he is currently an Entrepreneur-in-Residence and Executive Fellow. His interests include curling, 1980s country music, concrete buildings, dive bars, gay bars, and figuring out new ways of working. He and his husband Michael (and cat, Orion) live in Brooklyn.