#2: 'Macho Man' Randy Savage vs Bret 'Hitman' Hart
Randy Savage is generally viewed as a star of the generation before Bret Hart rose to the top in WWE. The Macho Man was working world title matches while Hart was in the Tag-Team and then Intercontinental Championship picture, and by the time the Hitman rose to the main event picture, Savage's in-ring career in the WWF was winding down. From there, much of Hart’s time as a main event level star in WWE ran opposite Savage working in WCW.
When both men were in WCW, however, they did cross paths more than once. Perhaps most notably, they worked a match at Slamboree 1998, with the added sizzle of Roddy Piper working as the guest referee. This pairing is a perfect example of just how loaded WCW was with marquee stars at this point in its history, that a wrestling match between two icons of this magnitude was largely forgotten.
WCW's bad booking did strike in this match, as the Hitman won the match via submission on the night, but the decision was reversed the next night, with Savage winning via disqualification instead.