Tim Boardman as Miles Walton

Missi Pyle as Leslie Wayne

Stephen Root as Ron Walton

Molly Shannon as Pam Walton

Annie Golden as Rhonda Roth

Paul Reiser as Lloyd Bryant

Ethan Phillips as Mr. Wilson

Yeardley Smith as Mrs. Armstrong

Romy Rosemont as Marge Carlson

Malcolm Gets as Timothy Schultz

Giullian Yao Gioiello as Brian

Andi Matichak as Wendy Brazda

Richard Strauss as Referee Dane

Monika Casey as Jean Elmore

Danielle Catanzariti as Penelope Walker

Jordyn DiNatale as Candace Colburn

Will Erat as Mr. Halversham

Jaclyn Bethany as Mrs. Calvert

William Hill as Dr. Meade