Despite never being cast as a traditional cowboy so far in his career, Holloway did get to dust off his spurs for a memorable guest appearance in the season 2 finale of NBC’s Community. In “A Fist Full of Paintballs,” Greendale Community College’s annual paintball match once again descends into chaos, but this time, the students behave like they’re in a Spaghetti Western. That’s where Holloway comes in as the Black Rider, a mysterious stranger sent in to put an early end to the game.
The role allowed Holloway to go full cowboy — minus the horse — as he stalked the halls of Greendale with his paintball guns and cowboy hat. In a 2011 interview with Entertainment Weekly, Community series creator Dan Harmon explained that the episode was designed to have a “Sergio Leone Western motif” — which it pulled off with ease, thanks in part to just how natural Holloway was in a Western setting.
For now, the Black Rider and Roarke are as close as the Lost star has come to playing a cowboy, which is a shame, because if any actor in Hollywood gives off authentic old school Western vibes, it’s certainly Holloway.