#7 Shawn Michaels retires (March 29, 2010)
Going into WrestleMania 25, The Undertaker had never defeated Shawn Michaels at a WWE PPV, but WrestleMania was his show and The Deadman walked away with the win. Over the next year, Michaels became obsessive with ending The Undertaker's streak, he cost him his match at the Elimination Chamber, and eventually put his career on the line to get another shot at The Undertaker's streak.
At WrestleMania 26, Michaels and Taker had one of the greatest 'Mania matches of all time, but the former came up short again. The two men hugged in the ring as one of the all-time greats bid adieu.
Monday night Raw was dedicated to HBK's career, The Undertaker turned up to show his appreciation, HHH and HBK embraced at the top of the stage, and Michaels walked away into the sunset just like that.
Michaels knew his time was up. He should get a lot of appreciation for sticking to his decision, and staying retired.