4. Triple H
“The Game” Triple H is one of 6 men who won multiple Royal Rumble matches in his career.
He won the 2002 and 14 years later also the 2016 edition of the 30 man Royal Rumble match.
In 2002 Triple H won as #22 by last eliminating Kurt Angle and in 2016 he was victorious as #30 by last eliminating cruiserweight wrestler Dean Ambrose.

