The Notorious B.I.G. as Self (archive footage)

Sean Combs as Self - aka Puff Daddy

Faith Evans as Self - Christopher's Wife

Damion Butler as Self - Childhood Friend

Voletta Wallace as Self - Christopher's Mother

Lil' Cease as Self - Childhood Friend

Gwendolyn Wallace as Self - Christopher's Grandmother, 96

Dave Wallace as Self - Christopher's Uncle

C Gutta as Self - Childhood Friend

Hubert Sam as Self - Childhood Friend

Donald Harrison as Self - Christopher's Neighbor

Chico Del Vec as Self

Olie as Self - Childhood Friend (archive footage)

Jasmine Ayuso as Self - Olie's Girlfriend

Lil' Kim as Self - Junior M.A.F.I.A. (archive footage)

Francisco Nieto as Self - Crew Lieutenant

50-Grand as Self - DJ / Producer

Supreme as Self (archive footage)

Mr. Cee as Self - DJ / Producer

Matteo Capoluongo as Self - THE SOURCE Magazine

Tyanna Wallace as Self - Christopher's Daughter (archive footage)

Easy Mo Bee as Self - Record Producer

Mark Pitts as Self - Christopher's Manager

Fab 5 Freddy as Self - Filmmaker / Music Journalist

Tupac Shakur as Self - Hip-Hop Artist (archive footage)

C.J. Wallace as Self - Christopher's Son (archive footage)

Tichina Arnold as Pamela James (archive footage)

Big Daddy Kane as Self - Hip-Hop Artist (archive footage)

Art Blakey as Self - Jazz Musician (archive footage)

Mary J. Blige as Self (archive footage)

Luther Campbell as Self (archive footage)

Jimmy Cliff as Self (archive footage)

Clive Davis as Self (archive footage)

DJ Yella as Self (archive footage)

Dr. Dre as Self - Hip-Hop Artist (archive footage)

Eazy-E as Self (archive footage)

Kid Capri as Self (archive footage)

Suge Knight as Self - Co-Founder, Death Row Records (archive footage)

KRS-One as Self - Hip-Hop Artist (archive footage)

LL Cool J as Self - Hip-Hop Artist (archive footage)

MC Ren as Self (archive footage)

Ralph McDaniels as Self (archive footage)

Charles Oakley as Self (archive footage)

Patra as Self (archive footage)

Rakim as Self - Hip-Hop Artist (archive footage)

Max Roach as Self - Jazz Musician (archive footage)

Diana Ross as Self - Singer (archive footage)

Snoop Dogg as Self - Hip-Hop Artist (archive footage)