#1. Best - The Undertaker
On more than one occasion, Vince McMahon has referred to The Undertaker as his "greatest creation." Indeed, he's right about that, because there's no gimmick that he was behind that succeeded more than The Undertaker did.
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Little did McMahon himself realize that The Phenom would become one of the pillars of the company, serving him for nearly three full decades. It's another example of how a character isn't just interchangeable. It was Mark Calaway's perfect suit and McMahon had an eye for the prize in 1991.
The Undertaker, as we know, would go on to create a legacy for himself that still remains unmatched. He's surpassed eras, transcended any status of "babyface" or "heel" and remains the most respected legend in the business today.
It's hard to find a single person that disrespects The Undertaker and its all credit to McMahon and Calaway himself.
In an era where gimmick change and repackaging is the order of the day, the longevity of the Undertaker character is what makes it special.