Vince isnt a wrestler but he understands in front of a live crowd how to "work" that crowd so they enjoy what they are watching. His matches vs Flair & Hogan had great set ups, etched in history dating back over 20 years, and they were allowed to be competitive without being ridiculous (Flair was retired at the time, it wasn't insane Vince would get some offense, great ending playing up one of their best pre match TV segments from RAW - The run in from Piper vs Hogan was brilliant, only way it would have been better was if it was Savage, but Piper is intriniscally linked to Hogan's early rise in WWE, great move).The match vs HBK was mostly a crush for Michaels, but there comes a time when the bad guy has to get his @#$ kicked or the fans get bored and wont watch. Vince, not being a wrestler, was smart enough here to take the @#$ beating. Remember, Vince truly put it to Michaels in the pre match hype, nearly two full months of Vince consistently topping HBK and making him look bad. WWE should have followed a similair path with this year's Jerry Lawler vs Michael Cole match, the fans would have been much happier.
Gotta give him credit also for taking big bumps, bleeding, etc in these matches, and losing cleanly in the ring. Vince has had his shaved, taken chair shots, bleed all over the place, and gone through tables. Pretty impressive for an over 50 non wrestler.
Hart's physical limitaions hurt the quality of that match but they did what they could tpo make it fun, and again give Vince props because he took the loss in the middle of the ring, very creatively.