16. Mankind
One of the few times that someone beat the Undertaker clean on PPV by pinfall. Mankind did just that in their ‘WWF King of the Ring 1996’ PPV Match on June 23, 1996.
Mankind would also win the infamous Boiler Room Brawl at WWF SummerSlam 1996, 2 months later, when Paul Bearer would turn on The Undertaker and join forces with Mick Foleys alter ego.
Later that year, Mankind beat The Undertaker yet again, this time in a Buried Alive Match at the ‘WWF In Your House 11: Buried Alive’ PPV.
More victories for Mankind would follow, for example on the ‘WWF Sunday Night Heat’ November 30, 1998 episode (via DQ).