#1 Triple H - 7 times (WWE Backlash 2000, 2001, 2002, 2004, 2005, 2006, 2008)

Triple H. Cerebral Assassin. The Game. The King of Kings. Vince McMahon's Son-In-Law. Ok...that last one was more tongue-in-cheek, but you get the picture. Triple H has always been front and center of the WWE product. Working both as a heel and a face in his several years with the company showcases the quality of his work provided.
He has played both a cowardly heel and an avenging hero. He has fallen to Immortals and endured. There was a reason why Mr. McMahon would keep going back to this dependable WWE Superstar. Despite all the criticism that Triple H booked himself into high-value spots, no one in the whole wide world can take away his talent, charisma, and attractiveness as a top-level star.
His work on the NXT product is indicative of his knowledge and commitment to the business. Triple H's legacy has already been written, and the Backlash PPV is a clear indicator of that. Would another Triple H match at Backlash ever happen? Never say never in WWE.