| Hint | Person |
| Sang 'Lean on Me' and 'Ain't No Sunshine' | |
| Starred with Robert Culp in 'I Spy' | |
| Played, 'Eddie' in 'Sister Act' and 'Joe Robertson' in 'Spider-Man' | |
| Comedian; Hosted MTV Jamz | |
| Comptroller of New York City and candidate for mayor | |
| Jazz musician; also had minor movie roles such as the cop in 'Clue' | |
| Won 11 NBA Championships, all with the Boston Celtics | |
| Former 1st baseman and president of the National League in MLB | |
| First Black honoree to the National Cowboy Hall of Fame, honored with postage stamp | |