4. Kardinal Offishall
Kardi started his rap career as ”Kool Aid” but switched his name up as a teen, inspired by iron-fisted 17th-century French politician Cardinal Richelieu. Since the son of Jamaican immigrants first burst out of T-O in the late 90s, he’s appeared on everything from the “selector remix” of Clipse’s “Grindin’” to a Paragons/Blondie cover. But he earned his place in history with the phenomenal “Ol’ Time Killin’,” which fuses bare chat about sound bwoy murder with Little X visuals featuring some of the most vibrant Caribbean coloration ever to grace the small screen.