Q-Tip

Character: Elijah Dixon

Mary J. Blige

Character: Mom

Harold Perrineau

Character: Uncle Cee

Fat Joe

Character: Big Pete

Ian 'Blaze' Kelly

Character: Inmate

Eric McCollum

Character: Thomas Wilson

Denee Rivera

Character: Jolie Martinez

Justin 'DJ' Spaulding

Character: Young Elijah

Javier Nunez

Character: Eugene

Elvis Costello

Character: Public Defender / Teacher

Fisher Stevens

Character: Prosecutor

Snow

Character: Officer McIntyre

Joe Paradise

Character: Chief Berry

Danny Hoch

Character: Harris

Bobbito Garcia

Character: Brown

Hassan Johnson

Character: Jay

Clay Da Raider

Character: KT

Casper Martinez

Character: C.O. Villar

Jamie Hector

Character: Phone Kid

Mateo Gómez

Character: Mr. Gonzalez

Ryan Toby

Character: Teacher's Assistant

Peggy A. Kirkpatrick

Character: Group Home Counselor

N.O.R.E.

Character: Big Ski

Dominique Walters

Character: Young Thomas (as Dominique 'Lil Nique' Walters)

Jeremy Peter Johnson

Character: Laser Cop

John C. Havens

Character: Interviewer

Patrick McDade

Character: Mr. Lloyd (as Pat McDade)

Jamie Tirelli

Character: Mr. Mercer

Montay Walters

Character: Big Boy (as Montay 'Tay Boogie' Walters)

Curtis Carrott

Character: C.O. Steve (as Curt 'Flirt' Carrott)

Michael Sean Tighe

Character: Cop #1

Douglas Crosby

Character: Cop #2 (as Doug Crosby)

Nick Sullivan

Character: Financial Aid Advisor

Fidel Vicioso

Character: Polaroid Guy

Tomas Melly

Character: Hector

Marc Freeman Hamm

Character: Isiah

Michael H. Ingram

Character: Elijah's Judge (as Michael Ingram)

Alton Clinton

Character: Mark

Gloria Irizarry

Character: Mrs. Williamson

Nan Jackson

Character: Ms. Leone

Charles Malik Whitfield

Character: Officer Welles

Donald Jackson

Character: Photographer

Walter Leon

Character: Polo'd Out Student

Ephraim Benton

Character: Rahmel

Vincenzo Amato

Character: Store Owner

Bob Colletti

Character: Supervisor

Cesar de León

Character: Tyrone

Ebony Jerido

Character: Bernadette

Alexis Hyman

Character: Young Girl (as Alexis 'L. Dionne' Hyman)

Donovon Ian H. McKnight

Character: Jess (as Donovon Ian Hunter McKnight)

Raefel J. Mallea

Character: Tiny

Tom McCarthy

Character: Cee's Judge

Bridget McConnell

Character: Shareholder (as Bridget Mary McConnell)

Taina Hernandez

Character: News Reporter

Herbert Spaulding

Character: C.O.

Seth William Meier

Character: Laser Cop #2 (as Seth Meier)

Mister Fischer

Character: C.O. #2 (as Mr. Fischer)

Larry Weiss

Character: Counselor #2

Brian Anthony Wilson

Character: Prison C.O. (as Brian A. Wilson)

Patrick Morrison

Character: Shareholder C.O.

Universal

Character: Lockdown C.O.

Damali Mason

Character: Cafeteria C.O.

Tony Devon

Character: Prison Guard Lawrence

Kash Goins

Character: Mike (Inmate)

Jamie Gonzalez

Character: Correction Officer Villar

Francesco Scorsone

Character: Riot Guard / Court Officer

Dakota Anderson

Character: Inmate (uncredited)

Natalie Paige Bentley

Character: Officer McIntyre's Wife (uncredited)

Todd Birmingham

Character: Inmate (uncredited)

Brandon E. Brooks

Character: Inmate (uncredited)

John Bryant

Character: Inmate on Bus (uncredited)

Kenny Guay

Character: Boy on bus (uncredited)

Marguerite Mastromatto

Character: Attorney (uncredited)

Theron Smith

Character: Foster Child (uncredited)

Luna Lauren Vélez

Character: Prison Counselor (uncredited)

John Wooten

Character: Prisoner (uncredited)