After dropping out of wrestling school three times, and being a mid carder his first couple years, Richard Fleihr struck gold as being the second coming of the "Nature Boy". He named himself after Buddy Rogers, and borrowed his Figure Four Leg Lock, and went on to great success in the NWA for the next two decades. After winning many World titles, feuding with the greatest wrestlers the NWA had to offer, and leading the Horsemen, he got into a dispute with NWA/WCW management, and went to the WWF, and proved to the world he had what it took to make it at the company, which at the time stood alone at the top of the wrestling world. After making his way back to WCW in 1993, he began to feud with Hulk Hogan, who had recently came over from the WWF, and Randy Savage, as well as old opponents like Sting. After a dispute over a day off in early 1998, the Nature Boy began sitting it out while he awaited the decision on a lawsuit filed against him by WCW. After the issue was resolved, Flair made a triumphant return to wrestling September 14th, 1998 in Greenville, South Caronlina in one of the most emotional nights in wrestling history. The Four Horsemen were reformed, and Flair began a feud with Bischoff, which saw him lose to Bischoff at Starrcade, but win the presidency of WCW the next night on Nitro. After becoming president, Flair went after Hogan, and took him on at Superbrawl, but was screwed over after being turned on by his own son David. Flair shugged the incident off, and immediately signed a rematch with Hogan in a first blod cage match, with barbwire lining the top of the cage at Uncensored. An added stipulation was if Flair won, he would get the title, and he would also be WCW president for life. After turning heel a bit the week before in a match against Goldberg, Flair was even more heelish, and won the WCW title for the 14th time, and then became WCW President for life. Flair then began working on an alliance with Kevin Nash and Lex Luger behind Hogan's back. Flair lost the title against DDP in a four corners match, and went total heel afterward. He broke up the Horsemen, started a feud with the former younger members of Dean Malenko and Chris Benoit, as well as feuds with Buff Bagwell and Perry Saturn. He began siding with Roddy Piper, and brought him into his committee, and was confronted by Sting on Nitro for control of WCW. After Flair lost control of WCW, he left due to an injury, but stated he wasn't returning until Bischoff quit misusing him. Bischoff was soon fired by Turner execs, and Flair did a semishoot interview in which he ran down Bischoff's misuse of him. Sting and Luger came down and jumped him during the match, but they got ran off by Bret Hart and Hulk Hogan of all people. Those three teamed up for a while against Sting, Luger, and DDP, and that led to Flair facing DDP at Halloween Havoc.

When Eric Bischoff and Vince Russo returned to WCW, Flair's days looked numbered but that wasn't the case. Flair went on to win his 15th from Jeff Jarrett on Nitro. Flair collapsed in the ring though the next night at the Thunder tapings, suffering from an inner-ear problem that has plagued him the last 10 years. Flair also feuded with David, over Ric not treating his son right over the years.

Ric Flair became the CEO of WCW. After a while of being CEO, he turned as a "heel" CEO and feuded with Dusty and Dustin Rhodes. A few months after, WWF Purchased WCW and Ric Flair laced up his boots for maybe the last time and wrestled Sting in the last WCW match ever.