Trump punched above his weight in terms of visibility: His face gazed off the cover of magazines, from Time to GQ. He landed cameos in Hollywood films and TV shows. And he understood something essential about branding early on. As he told Playboy: “The show is Trump, and it is sold-out performances everywhere.” Even so, the core of his business remained conventional: acquiring real estate and running those buildings, whether hotels or condo towers or casinos.

