He played varsity football and soccer at Marjory Stoneman Douglas High School in Parkland, FL, earning him a scholarship to Florida Atlantic University.

After a soccer game on October 14, 1993, Zupan got drunk with teammates at a bar and then crawled into the back of friend Chris Igoe's truck to sleep.

Driving drunk, Igoe spun out and Zupan was thrown from the pickup bed, over a fence, and into a canal, where he held onto a branch for 14 hours until being discovered by a passerby.

In August 2007, Zupan's team "Superman's Crip-Tonite" placed second in Red Bull Flugtag event in Austin, Texas.

He was also in the movie Jackass Number Two, in a skit called "Lake Jump", where his wheelchair was rigged up with carbon dioxide tanks and pushed off a ramp by Chris Pontius.

In the second season of the television show Friday Night Lights, Zupan appeared briefly in the episode "Bad Ideas" as Steve, a friend who accompanies character Jason Street to a doctor appointment.