Ron Livingston

as Andrew

as Fred

as Bob Kaplan

as Self - 'Henry Allen'

as Henry Allen

as Narrator

as James

as Jim Lamson

as Peter Waxman (voice)

as Future JR Maguire (voice only)

as Self

as Self

as Self

as Blake

as Pete

as Mac Kamen (voice)

as Henry Wright

as Flag Pin

as Francois

as Alex Myers

as Jon Dixon

as Drew Moreau

as Sam Loudermilk

as Bobby Lawrence

as Kyle Walker

as Keith

as Elvis Presley

as Sydney Stein

as Oliver Sullivan

as John Carver

as Ben

as Edwin

as Bob

as David Lipsky's Editor

as Ethan

as Richard

as Self

as Charles

as Self

as James Hosty

as Adrian

as Chris

as Roger Perron

as Captain Wonder

as Paul

as Franklin Crudstaff

as Rance McCoy

as Mark Wallace

as Dr. Liberman

as Ron Livingston

as Roy Phillips

as Will Broderick

as Caldwell

as Charles Scheffel (voice)

as Gomez

as Maddux Donner

as Self - Guest

as Dr. Bannister

as Johnny

as Rudolf

as Richard Pimentel

as Matt Flannery

as Patrick

as Howard Fornoy

as Dr. Richard Clayton

as Narrator

as Ron

as Clerk (voice)

as Bob Memari (voice)

as Percy Anderson

as Self

as Self

as Dr. Sebastian Charles

as Derek

as Eric Gatley (uncredited)

as Mr. Bricker

as Self

as Larry Sokolov

as Self

as Donnie Anderson

as Self

as Marty Bowen

as Tyler Bellows

as Self

as Himself

as Lewis Nixon

as Marty Sachs

as Uncle Charlie

as Allen Ginsberg

as Ron Statlin

as Trent

as Sheldon Buckle

as Self

as Peter Gibbons

as Jack Berger

as Mitch

as Self

as A.D.A. Alan Lowe

as Rick (segment "The Honeymoon") / RV Driver (segment "The Campfire")

as Rob

as Curt

as Self

as Chad

as David Anderson

as Self - Guest

as Himself

as Soldier

as Larry