Capone

Damon Dash

Rob Stapleton

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

Rashida Jones

Layna Hudson

Stephanie Raye

Monica (as Stephanie Ray)

Kevin Hart

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

Charlie Murphy

Dick James / Dukey Man / Sock Head

Loon

Turk

Chloë Sevigny

Sexy Woman #1

Kari Wuhrer

Sexy Woman #2

Jamie-Lynn Sigler

Sexy Woman #3

Gerald Kelly

Funkmaster Flex / Biggs / Angry Black Man

Devon Aoki

Picasso

Drena De Niro

Female Staff Writer

Beanie Sigel

Charles 'Sandman' Patterson / Himself

Adam Moreno

A&R Guy / Hipster / Lew Chaplin

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

Dale Ho

Japanese Teen #1

Mo Rocca

Male Staff Writer

Michael Delaney

Frat Boy #3