Steve Pink
Director
Justin Long
as
Bartleby Gaines
Blake Lively
as
Monica Moreland
Jim O'Heir
as
Mr. Schrader
Tim Bagley
as
Vice Principal Matthews
Jim Wheat
Director
Tracy Wells
as
Amy
Pamela Adlon
as
Cheryl
Nadine Van der Velde
as
Joan
Marc McClure
as
Kevin
Todd Holland
Director
Mila Kunis
as
Abbey Tournquist
Frances Bay
as
Edith Proxmire
Catherine Paolone
as
Lecture Woman #3
Wendy Worthington
as
Secretary
Christopher Landon
Director
Steve Zissis
as
Dean Roger Bronson
Jimmy Gonzales
as
Police Officer
Suraj Sharma
as
Samar Ghosh
Lindsey G. Smith
as
Waitress
Douglas Day Stewart
Director
Mark Christopher Lawrence
as
Attila
Roy Scheider
as
Charlie Nichols
Nancy Valen
as
Mia
Ron Masak
as
Monica's Father
Noah Baumbach
Director
Sal Viscuso
as
Bar Teacher
Eric Stoltz
as
Chet
Cara Buono
as
Kate
Dean Cameron
as
Zach
Dewey Nicks
Director
Jaime King
as
Angela Patton
Devon Sawa
as
Dave Goodman
Gina Gershon
as
Girl at Trendy Club
Jim Rash
as
Head T.A. Philip
Richard Linklater
Director
Ethan Hawke
as
Dad
Richard Andrew Jones
as
Grandpa Cliff
Alice Dinnean
as
Mattie Panzar
Patricia Arquette
as
Mom
Alexander Shebanow
Director
Tom Harkin
as
Self
George W. Bush
as
Self - 43rd President of the United States
Donald Trump
as
Self - Founder, Trump University
John Oliver
as
Self - Host, Last Week Tonight with John Oliver
Jonas Barnes
Director
Brett Claywell
as
Hal
Bruce Thomas
as
Jim Stanton
Nana Visitor
as
Linda Albright
Kristen Dalton
as
Violet Stanton
Bert Kish
Director
Meghan Ory
as
Amanda
Patrick Keating
as
Plumber
Leighton Meester
as
Samantha Willows
Elyse Levesque
as
Whitney Seasons
Woody Allen
Director
Joaquin Phoenix
as
Abe
Susan Pourfar
as
Carol
Chris Palermo
as
Cocktail Party Professor
Emma Stone
as
Jill
Bruce McCulloch
Director
Mary Gillis
as
Duff's Mom
Leslie Mann
as
Elaine Warner
Martin Starr
as
Liquor Store Clerk
Seymour Cassel
as
Uncle Jack
Jimmy Huston
Director
Gene Poole
as
Cafeteria Worker
Carol Capka
as
Girl In Car
DeAnna Robbins
as
Lisa
R.C. Nanney
as
Mitch
H.C. Potter
Director
Mary Stewart
as
Dancer / Singer
Paulette Goddard
as
Ellen Miller
Bobby Barber
as
Room Service Waiter
Lillian Lawrence
as
Spinster
Mike Nichols
Director
Dustin Hoffman
as
Ben Braddock
Stuart Nisbet
as
Birthday part guest in yellow shirt
Richard Dreyfuss
as
Boarding House Resident
Murray Hamilton
as
Mr. Robinson
Fred Wolf
Director
Kat Dennings
as
Mona
Emma Stone
as
Natalie
Colin Hanks
as
Oliver
Anna Faris
as
Shelley Darlingson
Carol Frank
Director
Aimee Brooks
as
Cathy
Fitz Houston
as
Det. Gilbert
Bob Ivy
as
Hospital Orderly
Alan Eugster
as
Night Orderly
Kirby Dick
Director
Angel Schmiedt
as
Self
Nastassja Schmiedt
as
Self
Mary Sue Coleman
as
Self - Former President, University of Michigan
Kirby Dick
as
Self - Interviewer
Andy Palmer
Director
Jaime Pressly
as
Brenda
Ty Simpkins
as
Elliot
Britt Robertson
as
Molly Singer
Jonathan Lipnicki
as
Sully
72%