Alexis Bledel as Ryden Malby

Zach Gilford as Adam Davies

Michael Keaton as Walter Malby

Jane Lynch as Carmella Malby

Bobby Coleman as Hunter Malby

Carol Burnett as Grandma Maureen

Rodrigo Santoro as David Santiago

Catherine Reitman as Jessica Bard

Mary Anne McGarry as Barbara Snaff

J.K. Simmons as Roy Davies

Robert Arce as Chancellor

Jeanie Hackett as Woman at Graduation

Oscar Dillon as Security Guard

Vanessa Branch as Receptionist

Shirley Jordan as Interviewer

Craig Robinson as Funeral Director

Michael Grant Terry as College Grad

Melissa Tang as College Friend #1

Brandon Phillips as College Friend #2

Parisa Fitz-Henley as College Friend #3

Robert M. Koch as Gary the Buckle Man

Fred Armisen as Guacanator Pitchman

Don Stroud as Manager at the Mint

Alexandra Holden as Cute Funky Girl

Angel Oquendo as Police Officer

Desean Terry as Young Cop

Andy Daly as Lloyd Hastings

Kirk Fox as Buckle-O-Bill

Anna Khaja as Juanita

Gino Woulard as Box Car Racer #1

Reid Harper as Box Car Racer #2

Samantha Epstein as Box Car Racer #3

Patrick O'Connor as Landlord

Dempsey Pappion as Basketball Player

Demetri Martin as TV Commercial Producer (uncredited)

Basilina Butler as Graduation Parent (uncredited)

Jeremy Clark as Joe Schraeder (uncredited)

Waymond Lee as Commencement Grad / Guest (uncredited)

Ray Reinebach as Violinist (uncredited)

Lester G. Reynolds as Handcuffed Suspect (uncredited)

Mahryah Shain as Magazine Editor (uncredited)