 Allen IversonSelf (archive footage) | Self (archive footage) |
 Steve JamesSelf / Narrator (voice) | Self / Narrator (voice) |
| BBob BarefieldSelf - Coached Iverson as a Youth | Self - Coached Iverson as a Youth |
| BButch HarperSelf - Coached Iverson as a Youth | Self - Coached Iverson as a Youth |
| DDennis KozlowskiSelf - Iverson's High School Football Coach | Self - Iverson's High School Football Coach |
| MMichael SimmonsSelf - Iverson's Friend & Teammate | Self - Iverson's Friend & Teammate |
| JJim SpencerSelf - Former Daily Press Columnist | Self - Former Daily Press Columnist |
| IImogene JamesSelf - Director's Mother | Self - Director's Mother |
| MMarcellus HarrisSelf - Pastor & Community Activist | Self - Pastor & Community Activist |
| BBoo WilliamsSelf - Iverson's AAU Basketball Coach | Self - Iverson's AAU Basketball Coach |
| MMelvin StephensSelf - Iverson's Friend & Teammate | Self - Iverson's Friend & Teammate |
| JJim EllensonSelf - Melvin Stephens' Lawyer | Self - Melvin Stephens' Lawyer |
| JJohn SpencerSelf - Lead Detective on the Case | Self - Lead Detective on the Case |
| LLinwood DebrewSelf - Community Activist | Self - Community Activist |
| BBrent MusgroveSelf - Local Sports Announcer | Self - Local Sports Announcer |
| BBob HintzSelf - Former Coach/Local Sports Announcer | Self - Former Coach/Local Sports Announcer |
| DDavid TeelSelf - Daily Press Sports Columnist | Self - Daily Press Sports Columnist |
| SShaun BrownSelf - Community Activist/S.W.I.S. Organizer | Self - Community Activist/S.W.I.S. Organizer |
| AAlvin 'Buddy' FoxSelf - Defense Attorney for Samuel Wynn | Self - Defense Attorney for Samuel Wynn |
| JJoe FudgeSelf - Daily Press Photographer at the Trial | Self - Daily Press Photographer at the Trial |
| LLinda WigginsSelf - S.W.I.S. Supporter | Self - S.W.I.S. Supporter |
| LLinda MinesSelf - S.W.I.S. Founder | Self - S.W.I.S. Founder |
| DDavid SquiresSelf - Daily Press Columnist 2004-Present | Self - Daily Press Columnist 2004-Present |
| RRudy LangfordSelf - Civil Rights Activist | Self - Civil Rights Activist |
| BBob KillianSelf - Former Bethel High Teacher | Self - Former Bethel High Teacher |
| AArthur LambiotteSelf - Lawyer for City of Newport News/Iverson's AAU Coach | Self - Lawyer for City of Newport News/Iverson's AAU Coach |
| JJoyce B. HobsonSelf - S.W.I.S. Organizer & Spokesperson | Self - S.W.I.S. Organizer & Spokesperson |
| LLester MunsonSelf - Sports Illustrated Writer & Lawyer | Self - Sports Illustrated Writer & Lawyer |
| AAnn Stephens-CherrySelf - Daily Press Education Coordinator 1992-96 | Self - Daily Press Education Coordinator 1992-96 |
| JJimmy EasonSelf - Hampton Mayor 1982-98 | Self - Hampton Mayor 1982-98 |
