John Lee Director Paul Reubens Pee-wee Herman Actor, Screenwriter, Producer Tara Buck Beverly Actor Joe Manganiello Self Jessica Pohly Pepper Actor Stephanie Beatriz Freckles Actor Alia Shawkat Bella Actor David Arquette DJ Actor Nicole Sullivan Shelly Actor Brad William Henke Grizzly Bear Daniels Actor Leo Fitzpatrick Abe Actor Linda Porter Actor Paul Rust Screenwriter Judd Apatow Producer Joshua Church Executive Producer Richard Vane Executive Producer Sarah Bowen Executive Producer Pauline Fischer Executive Producer Ted Sarandos Executive Producer Tim Orr Cinematographer Jeff Buchanan Film Editing Mark Mothersbaugh Original Music Dan Butts Production Design Lindsey Moran Art Director Jennifer Lukehart Set Decoration Karen Patch Costume Design Victoria Thomas Casting