Ric Flair
Ric Flair was the one responsible for NWA’s rise during the territory days. Flair, as the NWA champion drew crowd almost everywhere he went and he later morphed this success into WCW and WWE as well. Flair officially ended his lengthy wrestling career with a retirement match against Shawn Michaels at WrestleMania and it was probably the best farewell that anyone got in WWE.
Flair fell into a lot of financial trouble after leaving WWE and he came out of retirement to work for TNA. What he did down at the promotion was didn’t do any good for the reputation he built up in the past and he was eventually released by TNA. I’ll say that again, released by TNA.
Hulk Hogan
And the top wrestler who did not know when to retire is none other than Hulk Hogan. Hogan is still considered as one of WWE’s legendary pillars and he did help the company a lot during the golden era. Hogan then went on to have a successful run in WCW as well which also saw the formation of nWo and his heel turn.
He then had a lot of returns and matches throughout the remaining portion of his career. These included two fake retirements which should have been real. The first one came in 1999 and Hogan was supposed to run for president after his retirement. It turned out to be a complete false alarm but his second one in 2011 sounded more credible. He was down in TNA during the time and despite his retirement announcement, Hogan came back to wrestle a match with Sting.
Hogan was physically involved in a lot of confrontations in TNA afterwards before he landed his new legend’s contract with WWE.