#2 Mankind is WWE Champion (January 4, 1999)
The moment that marked the end of the Monday Night Wars. Everybody knows the story of WCW commentator Tony Schiavone spoiling the news of Mankind's title win to the viewers.
This was a tactic to prevent the viewers from watching Raw that night as they already knew what was going to happen. But the plan backfired as fans switched to Raw in hoards to see the underdog Mankind win the WWE Championship from The Rock.
Charlotte Flair to return and wrestle a CURRENT CHAMPION?
The match was the perfect chaos that the Attitude Era was famous for. While The Corporation and DX battled at ringside, Stone Cold would come out to a thunderous ovation, destroy The Rock with a steel chair and therefore hand Mankind his first ever WWE Championship.
This was one of the greatest underdog stories in wrestling history. It is also significant because WCW would never win another Monday night rating over the WWE again.