Tom McCarthy Director, Screenwriter, Producer Winslow Fegley Timmy Failure Actor Ophelia Lovibond Patty Failure Actor Wallace Shawn Mr. Crocus Actor Craig Robinson Mr. Jenkins Actor Kyle Bornheimer Crispin Actor Ai-Chan Carrier Corrina Corrina Actor Chloe Coleman Molly Moskins Actor Kei Rollo Tookus Actor Arlo Weierhauser Flo Actor Alan H. King Principal Scrimshaw Actor Santiago Veizaga Gunnar Actor Ruby Matenko Maxine Schellenberger Actor Stephan Pastis Screenwriter Alexander Dostal Producer James Whitaker Producer Michael Bederman Executive Producer Kate Churchill Executive Producer Masanobu Takayanagi Cinematographer Tom McArdle Film Editing Rolfe Kent Original Music Kerry Barden Casting Paul Schnee Casting Philip Messina Production Design Carol Lavallee Set Decoration Whit Vogel Art Director Kari Perkins Costume Design