#5 The Undertaker (2008)
The Undertaker has been the most famous character in WWE history. Along with fame, the Deadman also achieved tremendous success while wrestling in Vince McMahon's promotion.
In the year 2008, he competed with Batista, Finlay, MVP, The Great Khali, and Big Daddy V inside the Elimination Chamber to earn a World Heavyweight Championship match at WrestleMania XXIV.
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The Undertaker emerged victorious from that match involving superstars from SmackDown and ECW, and also went to defeat Edge at the Grandest Stage of Them All to become the World Heavyweight Champion at WrestleMania XXIV.
Right now, the rumor mill is abuzz with the rumors of the Undertaker retiring. However, the Phenom has always surprised the WWE Universe with his comebacks. So, until and unless the Undertaker or WWE releases any official statement, we can expect the Undertaker to step inside the squared circle soon.