Shawn Michaels retired permanently to WrestleMania XXVI in 2010, after losing to The Undertaker in a match where his career was up for grabs and then fighting in a Tag team match with Triple H at Crown Jewel in 2018. In December 2010 he signed a long-term contract with WWE, which consists of a series of appearances in no-obligation roles in the ring, making her first live appearance on a WWE show from WrestleMania in the same month.
HBK is a four-time world champion, having held the WWF Championship three times and WWE's World Heavyweight Championship once. He is also a two-time Royal Rumble winner (and the first man to win the match as the number one entrant), the first WWF Grand Slam Champion and the fourth WWF Triple Crown Champion, as well as a two time WWE Hall of Fame (2011 as singles wrestler and 2019 as part of D-Generation X).
Michaels won the Pro Wrestling Illustrated "Match of the Year" reader vote a record eleven times, and his match against John Cena on April 23, 2007, was ranked by WWE as the best match ever aired on the company's flagship Raw program.
Speaking with Sports Illustrated, he recalled his match with The Undertaker at WrestleMania 26: “[Being a sequel to the beloved first match] was the biggest concern. It was very much an issue, very much talked about.
I feel like we both felt that the ‘streak vs. career’ stipulation obviously helped. We had at least gotten to the point in our careers where you worry about that topping factor, but you don’t quite apply the pressure to yourself that you did when you were younger.
You have to trust in your system, your ability and your opponent. We had some different dynamics to the story. If all of that is fresh, then technically the only thing that’ll be the same are the two guys. You have to do your best to rationalize it, as best you can. Because the big pink elephant in the room is, ‘Can you follow it?'”