On September 16, 1999, Mr. McMahon was not only the owner of WWE, he was also the champion.

In an unscheduled match that saw Shane McMahon officiate, Triple H defended his newly won WWE Championship against the boss. During the match, “Stone Cold” Steve Austin delivered a stunner to the titleholder, allowing McMahon to get the shocking win.

McMahon was not WWE Champion for long, however, as he vacated the title on September 20, 1999.