Jimmy Kimmell just did a bit on the Super Bowl pregame show where he said "goodbye to cable" by walking onto the sets of various cable shows. He walked into the ring on RAW, where Test was stretching D`Lo (in dress shirt atire), said "Goodbye WWE," and hugged Stacy Keibler twice. And you could hear Jim Ross say, "What the? Jimmy Kimmell?"
I haven't seen the bit, but possibly Phoenix. At the Raw show on 1/6/03 Jimmy Kimmel trotted out during one of the "nothing's going on because its a commercial" intervals. (So Jimmy was at the show that night.)
Are you looking for one particular reign? Ric Flair and Hulk Hogan held the belts several times over many years. Hogan's firt reign from 1984 to 1988 (I may be off on those dates) was way more significant than his last WWF title run.