#1. The Undertaker - WWE WrestleMania 33

The Undertaker had his original retirement match in WWE at WrestleMania 33. He faced WWE's golden boy Roman Reigns in a non-title match at WrestleMania, but since it was supposedly his last, it was the night's main event.
It made sense, as The Undertaker deserved a main event spot at WrestleMania to end his WWE career. It was an unfortunately underwhelming main event, as Roman Reigns had to do a lot of hard carrying for the WWE icon.
It was even painful to watch for many WWE fans, but once it was all said and done, he was 23-2, and that seemed to mark the end of his career. There was a lot of respect shown to the WWE legend. And backstage, The Undertaker received a standing ovation while walking away with his wife, Michelle McCool:
Unfortunately, it wasn't it for The Undertaker. Not only did he return for an appearance on RAW's 25th anniversary, but he had a match against John Cena at WrestleMania 34 that lasted less than three minutes.
His eventual retirement happened three years later, in 2020.