Place on the WWE's list: 2
Reasons why he's on my list: Another case of the WWE rewarding a wrestler for his loyalty. He deserves to be high up, but I can't fathom him being ahead of the three I have above him.
He arrived in the WWE in 1990 under the management of Ted DiBiase and, more notably, Paul Bearer. Within a year, he had become one of the most dominant and polarizing superstars in the company and won his first WWE Championship after beating Hulk Hogan.
He won his first WrestleMania match, which would be the first of a 19 win streak at WrestleMania. He beat Jimmy Snuka at that event and has added names like Batista, Edge, Kane, Diesel, Triple H, Shawn Michaels and Randy Orton to the list.
Undertaker is thought by many to be the the best in-ring competitor out of big guys in WWE history, mixing technical wrestling with powerful wrestling, and also adding a bit of high-flying, which was very uncharacteristic for a man his size.
After being a face for much of the 1990s, he returned in 1999 as a monster heel, creating The Ministry of Darkness stable that would kidnap wrestlers and force them to join the stable. He won another WWE Championship during that time.
In all, The Undertaker won seven World Championships in the WWE, with four WWE Championships and three World Heavyweight Championships. He didn't need a title to be a big deal, which is why he doesn't have the total of The Rock, Triple H, John Cena and Randy Orton.
After taking a break in late 1990 to heal injuries, he returned in the summer of 2000 as a face under a completely different gimmick. He would ride a motorcycle to the ring, wear bandanas, leather pants and a vest, and his hair was its natural ginger color. In short, he returned under a biker gimmick known as The American Bad Ass.
This gimmick was great for The Undertaker because it showed how versatile he was as he introduced the more human side to his persona.
After a hiatus in late 2003, he returned once again under The Deadman gimmick. He has stuck with it ever since and has become the most respected superstar in the company. He has put on some of the best matches of his career since reverting back to that gimmick.
Since he's returned with that gimmick, he has taken numerous breaks to heal injuries, with the last couple of years leading to even less activity. It would be no surprise if he retires soon. When he does, I'm sure he'll be in the Hall of Fame the following year.