Penn was born in the Midwest but spent time out of the country and on the East coast before settling in Colorado in 1989. A graduate of Brown University with degrees in Business and Political Science, Penn spent a handful of years in finance as a municipal bond trader in Manhattan before his move out west. The ski bum lifestyle, working as a snow maker, race crew on Aspen Mountain, and seasonal whitewater, climbing and backcountry ski guide stints led to a job at Climbing Magazine in 1992.
In 1997, Penn co-founded Backbone Media, a leading active lifestyle marketing agency that represents over 80 brands in the snowsports, outdoor, hunt, fish, travel, tourism and beverage markets. Penn co-authored 50 Classic Ski Descents in North America with Chris Davenport and Art Burrows, and has written for multiple outlets including Alpinist, Climbing, Rock & Ice, Outside and Powder.
The fire still burns for Penn with recent trips to climb in Russia, Antarctica and Nepal. He is a happily married father of four and previously served on the Protect Our Winters board for two terms.