Ebon Moss-Bachrach

Dave Katz

Damon Dash

Harlem

Capone

Damon Dash

Rob Stapleton

Jay-Z / Bootlegger 1 / Hot Boy 1 / Dre / A1 / Gay Guy

Rashida Jones

Layna Hudson

Kevin Hart

P-Diddy / Cop 1 / Dance Coach / Hyper Rapper / H. Lector

Charlie Murphy

Dick James / Dukey Man / Sock Head

Chloë Sevigny

Sexy Woman #1

Kari Wuhrer

Sexy Woman #2

Jamie-Lynn Sigler

Sexy Woman #3

Devon Aoki

Picasso

Drena De Niro

Female Staff Writer

Beanie Sigel

Charles 'Sandman' Patterson / Himself

Derron 'Smokey' Edington

Street Team Kid / Chauffeur / Bootlegger No. 2 / Big Boi / Lil' Bow Wow

Lorraine Bracco

Enchante, R&B Singer #2

Matt Walsh

Frat Boy #1

Peter Sarsgaard

Brendon III

Walt Frazier

Himself

Mo Rocca

Male Staff Writer

Michael Delaney

Frat Boy #3

James Toback

Lyor Cohen

Joel Marsh Garland

Bouncer #1 (as Joel Garland)

Mark Ronson

Engineer

Ian Roberts

Frat Boy #2

Flavor Flav

Reporter #1 (as Flav-o-Flav)

Donna Barnes

Bar Woman #1

John Michaelson

Porter

Phillip Bloch

Slick Man

Cort Hessler

Stunt Driver No. 1

Jeff Ward

Stunt Driver No. 2

John Frey

Doorman

Alyssa Pridham

Jay-Z's Girl

Jason 'Jam Master Jay' Mizell

Old School Rapper #1

Darryl 'DMC' McDaniels

Old School Rapper #2 (as DMC)

Ed Lover

Self

Tobias Truvillion

Cool Guy

Carson Daly

Self

Riddick Bowe

Self

Jay-Z

Self

Cam'ron

Self

Master P

Self

Omillio Sparks

Self (as State Property)

Sean Combs

Self (as Sean 'P. Diddy' Combs)

Memphis Bleek

Self (uncredited)

Mariah Carey

Self (uncredited)

Kenneth Lee

Party-goer (uncredited)

Richard Maldone

Mikey (uncredited)

Q-Tip

Self (uncredited)

Damaine Radcliff

African guy (voice) (uncredited)

Russell Simmons

Self (uncredited)

Stewart Summers

Lawyer (uncredited)