"Hacksaw" Jim Duggan
In July of 1988 Jim Duggan received a shot at the Intercontinental Championship against the Honky Tonk Man. Honky Tonk Man got himself disqualified and retained the belt, screwing Duggan from what many fans wanted to see him have. Later, on May 27th, 1989, Duggan got a shot at the Intercontinental Championship against "Ravishing" Rick Rude, but he won the match by countout, thus not getting the belt. Duggan never ended up winning that belt or any other belt in the WWF. He was a solid midcarder, but never anything very special. He had his great moments, and had a lot of fans during his run, and received a cult following of sorts after he left, which still supports him to this day. Duggan is, in fact, a WWE legend and a Hall of Famer, but could he have been bigger? Could he have done more? Should he have gone over Honky Tonk Man and used that to propel himself to the main event, if possible?
I say, why not... against Honky Tonk that is. He was the first Royal Rumble winner, had recently had a feud of sorts with Andre the Giant, if booked correctly he could have been a very credible Intercontinental Champion. While Honky Tonk retaining gave him excellent heat, maybe they could have had another match in which Duggan overcame that and won the title. That way, the fans would be behind him as the "underdog" and the win would have been a big prize. He shouldn't have gone over Rude though, no way. Rude was an up and coming star, he could have been huge, and while Duggan would have been a good champion, Rude was a far better choice.
Honky Tonk and Rude were two far different champions. Honky Tonk could have put Duggan over, but in making Duggan the champion over Rude, it would have stunted his growth as a star. You'd have to believe that Rude had more potential, so there's just no way that he could drop the belt to Duggan. You can't "destroy" a star to make a star. While Rude could have recovered, it would have taken some credibility away, in my eyes. Rude was above it, at that point.