Somebody already mentioned it but Outkast not doing the “10 The Hard Way” album and effectively retiring as a group left me
Kanye never finishing the college series and shelving Good Ass Job
Black Thought never releasing his solo album Masterpiece Theater
Kidz In The Hall not blowing up
Kid Cudi not dropping Man On The Moon 3 and releasing straight TRASH for the past decade.
Ghostface not dropping Supreme Clientele 2: Blue & Cream
Lupe Fiasco not getting to drop the LupEND Triple album
Atlantic holding Saigon hostage and him not getting to drop Greatest Story Never Told until his hype had completely died
Jay Electronica’s entire career after Act 1.
Kendrick Lamar and J.Cole never dropping that collab album
Eminem being exulted as a top ten MC
Rass Kass “Hiiii Gaammmeeee” moment