From "Kenan & Kel" to "Sabrina the Teenage Witch," Coolio's Most Iconic TV Roles

"Arli$$" was a dark comedy series about a high-level professional sports executive with a penchant for saying "yes" to everything his clients and employees ask of him. In the episode "It's Who You Know," Coolio plays Ernest. During the episode, the lead character, Arliss (Robert Wuhl), makes a special offer to the NBA's unofficial weed dealer in the hopes of convincing him to retire.