Diddy Do It?

Sean Combs

Self (archive footage)

Tupac Shakur

Self (archive footage)

The Notorious B.I.G.

Self (archive footage)

Janice Combs

Self (archive footage)

Mark Curry

Self - Bad Boy Artist

Kirk Burrowes

Self - Co-Founder of Bad Boy Entertainment

Aubrey O'Day

Self - Bad Boy Artist / Self - Member of Danity Kane

Tim 'Dawg' Patterson

Self - A&R for Uptown Records / Self - Childhood Friend of Sean Combs

Suge Knight

Self - CEO, Death Row Records (archive footage) / Self - Founder of Death Row Records (archive footage)

Justin Combs

Self (archive footage)

Andre Harrell

Self - Founder of Uptown Records (archive footage)

Kalenna Harper

Self - Bad Boy Artist / Self - Member of Diddy — Dirty Money

Roger Bonds

Self - Former Security Guard

Al B. Sure!

Self - Singer/Songwriter / Self - Uptown Artist

Joi Dickerson Neal

Self

Cassie Ventura

Self (archive footage)

Snoop Dogg

Self (archive footage)

Kim Porter

Self (archive footage)

Dr. Dre

Self (archive footage)

Misa Hylton-Brim

Self (archive footage)

Faith Evans

Self (archive footage)

Jennifer Lopez

Self (archive footage)

Whitney Houston

Self (archive footage)

Kid Cudi

Self (archive footage)

Justin Bieber

Self (archive footage)

Aretha Franklin

Self (archive footage)

Ye

Self (archive footage)

Mary J. Blige

Self (archive footage)

Mike Tyson

Self (archive footage)

Russell Simmons

Self (archive footage)

Donna Summer

Self (archive footage)

Carly Simon

Self (archive footage)

Nas

Self (archive footage)

Craig Mack

Self (archive footage)

Mase

Self (archive footage)

Joseph Simmons

Self (archive footage)

Darryl 'DMC' McDaniels

Self (archive footage)

Jason 'Jam Master Jay' Mizell

Self (archive footage)

Tabitha Soren

Self (archive footage)

Rakim

Self (archive footage)

Doug E. Fresh

Self (archive footage)

Ice Cube

Self (archive footage)

DJ Yella

Self (archive footage)

Public Enemy

Self (archive footage)

Chuck D

Self (archive footage)

Flavor Flav

Self (archive footage)

Johnnie L. Cochran Jr.

Self (archive footage)