 The Notorious B.I.G.Self (archive footage) | Self (archive footage) |
 Sean CombsSelf - aka Puff Daddy | Self - aka Puff Daddy |
 Faith EvansSelf - Christopher's Wife | Self - Christopher's Wife |
 Damion ButlerSelf - Childhood Friend | Self - Childhood Friend |
 Voletta WallaceSelf - Christopher's Mother | Self - Christopher's Mother |
 Lil' CeaseSelf - Childhood Friend | Self - Childhood Friend |
| GGwendolyn WallaceSelf - Christopher's Grandmother, 96 | Self - Christopher's Grandmother, 96 |
| DDave WallaceSelf - Christopher's Uncle | Self - Christopher's Uncle |
| CC GuttaSelf - Childhood Friend | Self - Childhood Friend |
| HHubert SamSelf - Childhood Friend | Self - Childhood Friend |
| DDonald HarrisonSelf - Christopher's Neighbor | Self - Christopher's Neighbor |
| CChico Del VecSelf | Self |
| OOlieSelf - Childhood Friend (archive footage) | Self - Childhood Friend (archive footage) |
| JJasmine AyusoSelf - Olie's Girlfriend | Self - Olie's Girlfriend |
 Lil' KimSelf - Junior M.A.F.I.A. (archive footage) | Self - Junior M.A.F.I.A. (archive footage) |
 Francisco NietoSelf - Crew Lieutenant | Self - Crew Lieutenant |
| 550-GrandSelf - DJ / Producer | Self - DJ / Producer |
| SSupremeSelf (archive footage) | Self (archive footage) |
| MMr. CeeSelf - DJ / Producer | Self - DJ / Producer |
| MMatteo CapoluongoSelf - THE SOURCE Magazine | Self - THE SOURCE Magazine |
| TTyanna WallaceSelf - Christopher's Daughter (archive footage) | Self - Christopher's Daughter (archive footage) |
| EEasy Mo BeeSelf - Record Producer | Self - Record Producer |
| MMark PittsSelf - Christopher's Manager | Self - Christopher's Manager |
 Fab 5 FreddySelf - Filmmaker / Music Journalist | Self - Filmmaker / Music Journalist |
 Tupac ShakurSelf - Hip-Hop Artist (archive footage) | Self - Hip-Hop Artist (archive footage) |
 C.J. WallaceSelf - Christopher's Son (archive footage) | Self - Christopher's Son (archive footage) |
 Tichina ArnoldPamela James (archive footage) | Pamela James (archive footage) |
 Big Daddy KaneSelf - Hip-Hop Artist (archive footage) | Self - Hip-Hop Artist (archive footage) |
 Art BlakeySelf - Jazz Musician (archive footage) | Self - Jazz Musician (archive footage) |
 Mary J. BligeSelf (archive footage) | Self (archive footage) |
