Owen Wilson as Drillbit Taylor

Leslie Mann as Lisa

Nate Hartley as Wade

Troy Gentile as Ryan

David Dorfman as Emmit

Alex Frost as Filkins

Josh Peck as Ronnie

Casey Boersma as Chuck

Dylan Boersma as Nick

Lisa Ann Walter as Dolores

Beth Littleford as Barbara

David Koechner as Frightened Dad

Matt Walsh as Not for Pot Driver

Janet Varney as Attractive Woman Driver

Lisa Lampanelli as Ronnie's Mom

Bill O'Neill as Dean

Shaun Weiss as Bus Driver

Jordan Valacich as Cute Girl on Stairs

Danny McBride as Don

Ian Roberts as Jim

Julia Roth as High School Juliet

Alex Donnelley as Filkins' Mom

Katie Gill as Hot Girl

Valerie Tian as Brooke

Dana Nicole Silver as Hallway Girl

Andrew Lewis Caldwell as Filkins' Buddy

Vincent Malouf as Another Kid

Mo Gallini as Male Police Officer on Bluff

Stacy Arnell as Female Police Officer on Bluff

David Bowe as Male Teacher

Tichina Arnold as Photography Teacher

Cedric Yarbrough as Bernie

Robert Musgrave as Stump

Joe Wilson as Homeless Man

Jeff Kahn as Café Manager

Adam Ho as Hendrix Kid

Stephen Root as Principal Doppler

Lauren Glenn as Bikini Girl

Leslie Ann Lizarde as Bikini Girl

Rance Howard as Older Man

Steve Bannos as Coffee Computer Guy

Kevin Hart as Pawn Shop Dealer

Da'Vone McDonald as Hip Hop / Country Bodyguard

Roger Fan as Bodyguard With Knives

Cristos as Tattooed Bodyguard

Adam Baldwin as Disgruntled Bodyguard

Chuck Liddell as Himself

Frank Whaley as Jittery Bodyguard

Matt Besser as Pawn Shop Owner

Sarah Loew as Johnny Rockets Waitress

Mary Pat Gleason as Mrs. Farber

Mary-Pat Green as Nurse

Vincent Laresca as Fence

Steven Brill as Doctor

Shane Ryan-Reid as High School Student

Max Van Ville as Kid with a Drink

Matthew Cardarople as 7-11 Clerk