Allen Iverson
Role: Self (archive footage)
Steve James
Role: Self / Narrator (voice)
Bob Barefield
Role: Self - Coached Iverson as a Youth
Butch Harper
Role: Self - Coached Iverson as a Youth
Dennis Kozlowski
Role: Self - Iverson's High School Football Coach
Michael Simmons
Role: Self - Iverson's Friend & Teammate
Jim Spencer
Role: Self - Former Daily Press Columnist
Imogene James
Role: Self - Director's Mother
Marcellus Harris
Role: Self - Pastor & Community Activist
Boo Williams
Role: Self - Iverson's AAU Basketball Coach
Melvin Stephens
Role: Self - Iverson's Friend & Teammate
Jim Ellenson
Role: Self - Melvin Stephens' Lawyer
John Spencer
Role: Self - Lead Detective on the Case
Linwood Debrew
Role: Self - Community Activist
Brent Musgrove
Role: Self - Local Sports Announcer
Bob Hintz
Role: Self - Former Coach/Local Sports Announcer
David Teel
Role: Self - Daily Press Sports Columnist
Shaun Brown
Role: Self - Community Activist/S.W.I.S. Organizer
Alvin 'Buddy' Fox
Role: Self - Defense Attorney for Samuel Wynn
Joe Fudge
Role: Self - Daily Press Photographer at the Trial
Linda Wiggins
Role: Self - S.W.I.S. Supporter
Linda Mines
Role: Self - S.W.I.S. Founder
David Squires
Role: Self - Daily Press Columnist 2004-Present
Rudy Langford
Role: Self - Civil Rights Activist
Bob Killian
Role: Self - Former Bethel High Teacher
Arthur Lambiotte
Role: Self - Lawyer for City of Newport News/Iverson's AAU Coach
Joyce B. Hobson
Role: Self - S.W.I.S. Organizer & Spokesperson
Lester Munson
Role: Self - Sports Illustrated Writer & Lawyer
Ann Stephens-Cherry
Role: Self - Daily Press Education Coordinator 1992-96
Jimmy Eason
Role: Self - Hampton Mayor 1982-98
Mary T. Christian
Role: Self - Former Delegate, Virginia State Assembly
Lefty Driesell
Role: Self - James Madison Coach 1993
Mike Jarvis
Role: Self - George Washington Coach
Sue Lambiotte
Role: Self - Tutor & Educator 1993 (archive footage)