Special Guest Stars Billy Campbell as Carter Buckley Guest Stars Michael Cassidy as Zach Stevens Logan Marshall-Green as Trey Atwood Nikki Griffin as Jess Sathers Johnny Messner as Lance Marguerite Moreau as Reed Carlson Travis Van Winkle as Kyle Thompson Gary Hershberger as Tom McGinty Catherine Kresge as Cherilyn Featherbrook Grant Thompson as Damon Co Starring David Paluck as Cop Alexandra Ryan as Hipster Girl Graham Sibley as Hipster Guy Nathan Peterson as Door Kid Jennifer Elizabeth Davis as Wine Hostess Uncredited Death Cab for Cutie as Themselves