ceremoniously reintroduced Ric Flair to WCW after his 12-month hiatus. In doing so, they reformed the Horsemen who then feuded with WCW President Eric Bischoff. Flair won the presidency of WCW from Bischoff on the December 28, 1998, episode of Nitro followed by winning the WCW World Heavyweight Championship at Uncensored 1999 and turn heel in the process. Anderson remained Flair's right-hand man during this time as he attempted to keep Flair's delusional hunger for power at bay. In 2000, Anderson was a member of the short-lived Old Age Outlaws. Led by Terry Funk, the group of veteran wrestlers battled the revived New World Order. On May 9, Anderson wrestled in two matches losing to David Flair and a week later teaming with Ric to defeat David Flair and Crowbar. WCW was purchased by the World Wrestling Federation in 2001, ending Anderson's tenure there. World Wrestling Federation / World Wrestling Entertainment / WWE (2001–2019) Not long after the closing of WCW, Anderson became a road agent for WWF, renamed World Wrestling Entertainment (WWE) in May 2002. He occasionally appeared on WWE television trying to, with the help of other WWE management, pull apart (kayfabe) backstage brawls. Before the WCW/ECW Invasion storyline, Anderson took up color commentary for a WCW World Heavyweight Championship match between Booker T and Buff Bagwell, WCW Cruiserweight Championship match with Billy Kidman and Gregory Helms as well as another WCW Championship match between Diamond Dallas Page and Booker T, which would be his only appearances as a commentator in WWE. He made an appearance on Raw in 2002 delivering a video to Triple H before he was supposed to renew his wedding vows to then-heel, Stephanie McMahon. Anderson was also assaulted on Raw by The Undertaker leading up the Undertaker vs. then-babyface, Ric Flair match at WrestleMania X8. During that bout, Anderson made a brief in-ring appearance, delivering his signature spinebuster to The Undertaker. He would later turn heel once again by helping Ric Flair in his feud with Stone Cold Steve Austin, leading to Austin (kayfabe) urinating on him. Several months later he became a face once again and attempted to help a then-babyface Flair gain (kayfabe) sole ownership of WWE during a match with Vince McMahon, but backed down from a confrontation with Brock Lesnar, who entered the ring to assist McMahon. Anderson made a special appearance at the October 2006 Raw Family Reunion