Breaking through in the early ’90s, Sean “Diddy” Combs debuted as the shot-caller behind the Bad Boy empire. The producer-turned-rapper’s early hits are custom-built to hype you up, whether he’s reveling in his own success over an old-school groove on “Can’t Nobody Hold Me Down” or bouncing along to the bruising funk of “Bad Boy for Life.” The 21st century saw the mogul rebrand himself as a sensitive elder statesman, baring his soul on tracks like “Last Night.” A near-constant collaborator, his 2023 release The Love Album: Off the Grid features tracks with PARTYNEXTDOOR, Kehlani, Mary J. Blige, The Weeknd, Justin Bieber, and H.E.R., among others.