Shawn Michaels
The Heart Break Kidd could easily be named as the Ironman of Hell in a Cell gimmick matches as he delivered the longest match in this chronology. He lasted against Triple H in this match for 47:26 minutes. He stepped into the cage on four occasions to secure 3 wins. But it was the inaugural match against The Undertaker at Badd Blood that stood out the most and make Michaels one of the top 5 successful superstars in Hell in a Cell matches.
