#5 A ravishing Intercontinental Champion
In 1989, Bobby Heenan was at the peak of his powers, involved in a storyline at every level of the card.
The Ultimate Warrior was the undefeated Intercontinental Champion, having destroyed Honky Tonk Man at Summerslam '88. Warrior was the second most over man in the company but not at the time known as a stellar worker. Enter Heenan and his charge, Ravishing Rick Rude.
Heenan and Rude had proven a formidable duo and at Wrestlemania V, Rick challenged the Warrior for his title. In what at the time was the BIGGEST upset of the era, Rude was able to pin the Warrior, with a big assist from Bobby Heenan, who held onto Warrior's leg out of the ref's sight.
The feud would continue for nearly 18 months, with the final encounter being for Warrior's WWF title at Summerslam '90. Arguably this match and Heenan's involvement helped "make" both the Warrior and Rude who went on to much bigger things and in Rude's case, a stint as the best heel in the business from 1991 to 1994.