Ryan Reynolds as Chris Brander

Amy Smart as Jamie Palamino

Anna Faris as Samantha James

Chris Klein as Dusty Dinkleman

Christopher Rodriguez Marquette as Mike Brander

Julie Hagerty as Carol Brander

Amy Matysio as Darla

Giacomo Beltrami as Young Mike Brander

Fred Ewanuick as Clark

Wendy Anderson as Mrs. Palamino

Barry Flatman as Mr. Palamino

Mike O'Brien as Hockey Dad

Ty Olsson as Tim

Devyn Burant as Brett

Jaden Ryan as Joey

Annie Brebner as Sarah

Justin Kirby as Jock #1

Stephen Root as KC

Ashley Scott as Janice

Grace Kumble as Toddler with Santa

Lorelei Gibson as Sheila

Jason Bryant as Customer

John Levin as Fireman

Trace Fairgrieve as Movie Patron #2

Glen W. Thompson as Movie Patron #1

Amanda Park as Dental Assistant

James Bitonti as Bouncer

Sally Crooks as Granny Palamino

Dayna Devon as TV Show Host

Simon Chin as Sound Engineer

Jody Peters as Pilot

Cavan Cunningham as Record Producer

Jillian Walchuck as Mandy

Maria Arcé as Athena

Sharon Bakker as Rhonda

Trenna Keating as Nancy

Robin Dunne as Ray

Todd William Lewis as Kyle

Rachel Wittman as Flight Attendant (uncredited)