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Triple H vs. Cactus Jack, Royal Rumble 2000. Not only was it bloody and intense, but the match itself was a work of art. No street fight has, in my opinion, ever matched it since.
It seems that, for the most part, the underlying theme of this thread has been "the most violent WWE matches involving Mick Foley". Also, the majority of these matches are within the last dozen years. However, this match was mega-violent for it's time, and stands up well over the years; Sgt. Slaughter vs. The Iron Shiek from Madison Square Garden in a Boot Camp match from 1984. The match started with Slaughter running down the ramp (as fast as he could anyway), and started blasting the Sheik with his steel pot (combat helmet). Both wrestlers lost buckets of blood, and the crowd at the Garden went home very happy with a Slaughter win.
IMO, Brock Lesnar vs Undertaker in Hell In A Cell at No Mercy. Undertaker has never bled like that before, not many wrestlers ever have. Plus the finish was sick when Brock reversed the tombstone into an F-5. Brutal match!