5 biggest WWE Superstars and Vince McMahon's first reaction when he saw them 

#1 The Undertaker

The Undertaker has had a 30-year career in WWE

Before he became The Undertaker in WWE, Mark Calaway was a generic big guy in WCW and went by the moniker of "Mean" Mark Callous. Vince McMahon didn't show interest in him initially and watched a bunch of his WCW matches before deciding to have a meeting with him. It was Bruce Prichard who convinced Vince to have a talk with Mark Calaway.

Prichard revealed that when Vince met Calaway, he loved his personality and wanted to sign him immediately.

Soon after, Calaway was given the gimmick of The Undertaker. He made his debut at WWE Survivor Series 1990 and quickly established himself as a top heel. Over the next three decades, The Undertaker turned into one of the biggest Superstars in the history of professional wrestling. He boasted a legendary WrestleMania undefeated streak with 21 consecutive victories at the event, which was broken by Brock Lesnar at WrestleMania 30.

The Undertaker has won numerous World titles during his WWE stint and is one of the most respected veterans in the industry.