Special Guest Stars Jeffrey Tambor as Arnold Kenny Loggins as Himself Guest Stars Rylie Cregut as Hope Chance Baylie Cregut as Hope Chance Todd Giebenhain as Frank Marolla Kate Micucci as Shelley Collins Lou Wagner as Wally Phipps Co Starring Kelly Heyer as Teenage Virginia Shannon Welles as Old Lady Stevens Uncredited Dan Coscino as Dancin' Dan