Sean “Diddy” Combs is a music producer and rapper, but he is a businessman first. And as every businessman knows, you gotta pay the cost to be the boss. You’ve gotta bet big to win big. You have to have drive, determination, and swag. Three things that Diddy possesses and which helped Diddy navigate through the fallout of a fatal stampede, an alleged beatdown of a record exec, and a shooting at a Manhattan nightclub. All of them obstacles on the road to building one of the most dominant empires in hip-hop: a record label and a brand that commanded top dollar and defined the commercial apex of the genre in the mid-to-late 1990s.

This episode was originally published on December 12, 2023.

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