Rick's weed-carrier/O.G Yak Ballz Dana Dane has a few jams in his catalogue, but his career apex gotta be that scene in the Teenage Love video where he walks into shot with DJ Vance Wright & MC Ricky D. Peak video-swag right here:
Number two reason why Slick Rick is the undisputed G.O.A.T: he has 2 of the top 10 B-sides in rap history. The first is obviously La Di Da Di, and the second is the superior beatbox version of Treat Her Like A Prostitute from the Teenage Love 12" with an uncredited Doug E. Fresh providing the backing. Rumour has it Russell Simmons wouldn't let Rick use this version on The Great Adventures of Slick Rick because he wanted to keep Rick and Doug separated in the public's eye.
(From Teenage Love 12"; 1988)