Between the years 1998 and 2000, Rose appeared at World Wrestling Entertainment's annual WrestleMania pay-per-view event. At WrestleMania XIV he served as "guest ring announcer" during a match between Kane and the Undertaker, before which he took a Tombstone Piledriver from Kane (nicknamed "The Big Red Machine" for his red ring attire). For the next year's WrestleMania XV, Rose was portrayed as seeking revenge. To do so he dressed as the San Diego Chicken and "attacked" Kane before his scheduled match, only to take another Tombstone. He returned for a third time the following year, at WrestleMania 2000, but again was thwarted by Kane, as well as his tag team partner that night, Rikishi.
In addition to these three appearances, he appeared in a Halloween-themed commercial for WWE's No Mercy event in 2002 and was chokeslammed by Kane. In 2004, Rose was inducted into the "Celebrity Wing" of the WWE Hall of Fame. He was the first celebrity to go into the Hall, and was inducted at a ceremony prior to WrestleMania XX by Kane himself.
On March 22, 2010, he appeared as the guest host on WWE Raw, which was the last episode of Raw before WrestleMania XXVI. As his first order of business, he setup a match between Shawn Michaels and Kane, which Michaels won. Later on in the night, Kane attacked Rose offscreen.