Casting | Rôle |
|---|
| Don Cheadle | Narrator (voice) |
| Ralph Waldo "Petey" Greene, Jr. | self - television and radio talk-show host (archival footage) |
| Robert Hooks | self - actor and producer |
| Chuck Brown | self - musician and former cell mate of Petey Greene |
| Marion Barry | self - former mayor of Washington, DC |
| Howard Stern | self |
| Ralph Greene Sr. | self - Petey Greene's father (archival photo) |
| Maggie Floyd | self - Petey Greene's mother (archival footage) |
| Dewey Hughes | self - former radio station owner and Petey Greene's manager |
| Roach Brown | self - playwright, fellow inmate at Lorton Penitentiary |
| Frank Smith, Jr. | self - civil rights activist and politician in Washington, D.C. |
| Clarence Greene | self - Petey Greene's brother |
| Ernie Barnes | self - Artiste |
| Virginia Ali | self - Owner, Ben's Chili Bowl |
| Dr. Charlene Drew Jarvis | self - President, Southeastern University |
| Sandra Butler | self - retired tv executive |
| Martin Luther King Jr. | self - archival footage |
| Sugar Ray Leonard | self - boxing legend |
| James Brown | self - sportscaster |
| Alfred Liggins, III | self - CEO, Radio One; Chairman, TV One |
| Petra Greene | self - daughter of Petey Greene (archival footage) |
| Ralph Waldo Greene, III | self - Petey Greene's son (archive footage) |
| Sister Claudette Muhammad | self - Chief of Protocol, Nation of Islam |
| Madeline Petty | self - Deputy Director, DC Dept of Housing |
| Donna Brazile | self - Mobilization Chairman, March on Washington |
| Dana Jones | self - CEO, United Planning Organization |
| Midge Costanza | self - Special Assistant to President Carter |
