[3] He earned the alias Dude of Life in high school while playing with the teenage band Space Antelope, along with fellow students Dudley Taft and Trey Anastasio.
[3] While going to boarding school at Taft in Watertown, Connecticut, he got the name from classmates when he appeared in a friend's dorm with orange goggles and draped in a tapestry, and saying otherworldly things.
[4] He has co-written numerous Phish songs, including "Suzy Greenberg", "Run like an Antelope",[3] "Fluffhead", "Sanity", "Dinner and a Movie",[5] "Crimes of the Mind", and "Slave to the Traffic Light".
[6] For Under the Sound Umbrella, backing band was the Great Red Shark, which included Cliff Mays on guitar, Mark Thors on keyboard, Paul Gassman on bass, and Jim Weingast on drums.
[7] In writing about Under the Sound Umbrella, William Ruhlmann at Allmusic said that it has "quirky lyrics that border on novelties" with a style reminiscent of the Beatles and David Bowie.
The Dude of Life Band, with Charles de Saint Phalle on bass, Fred Scholl on lead guitar, Doug Schneider on drums and Jon "Bevo" Leibowitz of God Street Wine on keyboard, toured nationally in 2021, and has announced a spring tour of the northeast in 2022, including stops at Lark Hall in Albany, NY, Nectar's in Burlington, VT and City Winery in New York, NY.