2. The Undertaker vs. Shawn Michaels – Royal Rumble 1998 (Casket Match for the WWF Championship)
This match is best known for 2 things: Kane setting the casket on fire in which he locked up The Undertaker & Shawn Michaels suffering a career ending injury.
During the match, HBK injured his back when he took a back body drop off right on the edge of the casket. This nasty bump resulted in two herniated discs in his back and crushed a third one.
This exaggerated his addiction issues and eventually led to his in-ring retirement from wrestling after WrestleMania 14 (until he returned to in-ring action at SummerSlam 2002).
Fans still wonder what would have happened if he was still an in-ring performer during the Attitude Era. Maybe we would’ve got to see the Dream match, Shawn Michaels vs. The Rock!