#3 Triple H vs Cactus Jack (No Way Out, February 27, 2000)
One month earlier at the Royal Rumble 2000 event, Triple H and Mick Foley's alter ego, Cactus Jack contested a supremely violent Street Fight in which barbed wire, steel chairs, thumbtacks and sledgehammers had come into play.
It was thought that the brutality of that clash couldn't be topped. However, the pair managed to do just that inside Hell in a Cell at No Way Out.
In scenes reminiscent of Mick Foley's match with The Undertaker at King of the Ring 1998 as his Mankind character, Cactus Jack found himself atop the Hell in a Cell roof once more.
What goes up must come down. A backdrop from Triple H to Foley, sent him crashing through the roof to the canvas below.
The force of the fall was such, that the ring canvas actually buckled under Foley's weight. In a further callback to the King of the Ring match, Foley took further falls into thumbtacks. This time face-first.
The brutality was over. Triple H was victorious but both men shaved years off of their careers with the punishment sustained in this encounter.