The Rock
The Rock was the first third generation World Champion, and held a lot of world titles over a short period of time. Undoubtedly the best talker in the history of wrestling, he was eventually able to cross into the mainstream and make a series of great films, one of which got a coveted one star review recently in the Evening Standard.
As for his wrestling career, he began as Rocky Maivia, the dullest face in the history of wrestling, before eventually turning heel and joining the nation of Domination. It was here that his The Rock persona was allowed to fluorish and he quickly became a big deal. When that group disbanded his growth continued first as a face, but then as part of The Corporation when he became World Champion for the first time.
This lead to him losing the title and winning it back a few times from Mankind, before losing to Austin at WrestleMania. He would later lose to Austin again at Mania X-Seven, before winning one back at WrestleMania XIX.
The Rock was a prominent character for the WWF uring the invasion, and remained a big deal into 2002, eventually losing the Undisputed title to the up and coming Brock Lesnar. Periodic appearances followed, but The Rock certainly won more than his fair share of gold during his comparitively brief stay. So, does the Rock deserve in, or should his perceived selling out be punished.