#2 - "The Austin Era has begun" with Mike Tyson at WrestleMania 14 (1998)
One of the most iconic moments in Monday Night Raw history occurred in 1998 when Stone Cold Steve Austin interrupted the introduction of Mike Tyson for WrestleMania XIV. This was just one of several moments where Austin and Vince McMahon clashed in their classic feud.
Vince McMahon's ultimate goal was to keep the WWE Championship away from Austin at all costs. Unfortunately for McMahon, Austin won the 1998 Royal Rumble for the second straight year and there was nothing he could do to keep him out of the title match.
Tyson was the special enforcer, and with the referee knocked down, he would enter the ring and count the 1-2-3 after Austin ducked the Sweet Chin Music and hit the Stone Cold Stunner.
Many expected Tyson to be in McMahon's pocket, but in the end, Tyson would remove the DX shirt to reveal an Austin shirt. It was the first WWE Championship for Austin and coupled with Tyson, it was one of the most memorable closing moments in WrestleMania history.