#2 Jeff Hardy
When Jeff Hardy hangs up his wrestling boots, he will be remembered for his daredevilry and his high-flying moves that wowed an entire generation of WWE fans. Hardy, along with his brother, put on fantastic tag team feuds with the likes of the Dudley Boyz and Edge & Christian.
Hardy has had issues away from the ring, too, with his alcoholism and drug use being a cause for concern to those backstage. He was released by WWE in 2003, after which he wrestled in TNA. He returned to WWE in 2006, and after briefly teaming with brother Matt, Jeff had a good singles run where he won the Intercontinental title.
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In 2008, he was in a feud with Edge and defeated The Rated-R Superstar to win the WWE Championship. He was in the main event picture for the next year or so, feuding with Edge once again for the WWE Heavyweight Championship, defeating him once again. CM Punk, though, cashed-in his contract to win the title before Hardy won it back once again.
Punk won the title once again in a TLC match at SummerSlam 2009, which was Hardy's final world title.