On air? i always enjoy a Vince vs ? fued. Everyone loves to watch him get his ass whipped, and the build up is always classic.
Business man? If you measure by success, then he's one of the best. If you look at it ethically? No, not at all. Rather than work to make your product better than everyone else's he just bought them all out, thereby creating a great promotion by combining the best elements of the competition into 1, and thinking that's all he would have to do, and he'd be the reigning king of Sports entertainment forever.
Then Eric Bischoff came along, took as much money as Ted Turner could throw at him, and did the same to Paul Heyman and Vince as Vince had done to the Crockett's and the Gagne's etc, but at the same time he actually produced a wrestling show that popped up out of nowhere and put on a better wrestling broadcast (plus they openly cheated). That made Vince have to actually buckle down and think of some way to beat WCW and some of the elements that helped them do it came about by accident. If Stone Cold hadn't been booked to win the KOTR, OR if he hadn't beaten Jake Roberts, wud we have had 4 years of Austin v McMahon? We certainly wouldn't have had Austin 3:16 that's for sure. If Bret Hart had decided to put HBK over in Montreal, would we have had the McMahon character be born? If Rocky Maivia had been loved by the fans instead of getting jeered for months on end would Dwayne Johnson be a Hollywood Star right now?
IMO if Paul Hayman had been given control of WCW, WCW would have definitely won the Monday Night War, or if ECW had had McMahon/Turner Money we'd be talking about whether Sabu would defend the title in another Barbed Wire match instead of whether it's necessary for a 2nd Women's belt.
Vince McMahon knows that his is the only game in town because there's no competition.
"Why bother doing all that stuff i did in the late 90's now that i'll get all the viewers with a 2 hour Colin Delaney vs Khali squash match every week for the next year? I can have all my Doink the Clowns and Koko B Ware's back again. And if that doesn't work i can get guys like Andre except instead of just one i can have like 3 or 4. People liked Andre 20 years ago they'll love 3 7" guys in the here and now surely?" - i honestly think this is how Vince's brain operates now. He has reverted back to the way he thought b4 he was in trouble. If TNA suddenly started beating Raw in the ratings every week instead of beating ECW once every other month, and did it in the USA ratings and not in other countries (where TNA actually does beat WWE in the ratings consistently i'm told) then he might be more committed to thinking along the attitude lines again. Only if he fails to gain any kids support, and starts losing the 18-35 male demographic will Vince start doing the things we in the IWC whine about day in and day out. Why bother working your ass off, if you're still going to make millions without really trying?
Also, having seen his treatment of Foley and JR over the last decade, 2 guys who've worked their asses off for Vince for years and he continues to humiliate them and put them in positions that they hate, i can't honestly say i think very much of Vince McMahon the wrestling promoter. His only saving grace is that he'll do anything that he'd make his staff do (although, i haven't seen Vince literally kissing anyone's ass yet)
Vince McMahon the Millionaire Celebrity? Great guy. It's wonderful to see a guy dedicate as much time and effort to organizations like the Make-a-wish foundation and actually flying out to show support to the armed forces as often as they do. That is the sort of stuff ALL celebrities should be doing on a regular basis.
In conclusion, it depends how you look at Vince, i personally think he's a great talent, and a great person as a celeb/millionaire. As a wrestling promoter i think he's slipping and needs to be scared back into shape (but what do i know?) and as a boss he is a real hard ass, based on what i've watched and read.