Adam Sandler as Max Simkin

Method Man as Leon Ludlow

Dustin Hoffman as Abraham Simkin

Steve Buscemi as Jimmy

Melonie Diaz as Carmen Herrara

Ellen Barkin as Elaine Greenawalt

Dan Stevens as Emiliano

Elli as Goldman

Sondra James as Anna O'Hara

Dascha Polanco as Macy

Lynn Cohen as Sarah Simkin

Fritz Weaver as Mr. Solomon

Adam B. Shapiro as Schneider

Yul Vazquez as Marsha

Evan Neumann as Neumann

Allen Lewis Rickman as Kessler

Donnie Keshawarz as Pinchas Simkin

Ethan Khusidman as Herschel Simkin

Kim Cloutier as Taryn

Stuart Rudin as Old Bearded Man

Wayne Wilderson as Young Preppy Man

Mike Versandi as Biker Guy

Adrian Black as Albert

Craig Walker as Danny Donald

Cliff Samara as Indian Man

Stephen Lin as Chinese Guy

Miles J. Harvey as Big Boned Kid

Joey Slotnick as Mr. Slick

Paul Sado as Bartender

Greta Lee as Kara

Judy Rosenblatt as Shiva Woman

John DeBlasio as Akram

Neimah Djourabchi as Jamil

Grizz Chapman as Tino

Kevin Breznahan as Patrick

Earl Baker Jr. as Dickie

Glenn Fleshler as Jeffrey

Danny Mastrogiorgio as Brian

Elena Kampouris as Alexia

James Shanahan as Old Cop

Albert Christmas as Detective Washington

Salvatore Rossi as Skate Punk

Chris Titone as Chicago Detective

Douglas Taurel as Thug

Charles Borland as Driver

Fabrizio Brienza as Webb

Jared Sandler as Cool Bar Guy (uncredited)

Natia Dune as Waitress (uncredited)