I agree with both Bret and Vince in respective ways. Its easy to look back now, out of the heat of the moment and say that it was uncalled for or could have been done differently, but events unfold in moments in time where emotional investment cannot be juggled around.
Vince, paranoid about WCW and Ted Turner was right to do all he did to protect the WWF. Furthermore, if Bret didn't want to drop the belt to Shawn because of Shawn being disrespectful, that is obstructing business for the WWF I can't fault Vince for being insulted about that. The same can be said for Bret refusing to loose in Canada. Both scenarios can seem absolutely ridiculous to anyone other than Bret Hart.
Certainly, anyone has heard about and can see Bret's points in not jobbing to Shawn or loosing in Canada. It's a pride thing. Not jobbing to Shawn, actually I can see the point in. He was (by almost all accounts) an arrogant prick and it was a good protest tactic by Hart. I can see Bret's point in not wanting to lose the title in Canada, but he'd lost in that country before. Even though Bret was and is a Canadian Hero, I think Bret loosing to Shawn that night was great (and would have been better if they'd finished the match and Shawn cheated to win) because it makes HBK a lifetime heel in Canada (which is basically what ended up happening) and you forever have a massive drawing point there with Shawn Michaels vs. Bret Hart or another face in the future. That to me makes great business sense. Had the Screwjob not happened and Bret not left, could you imagine the drawing power of HBK vs. the Hitman rematch in Canada? Holy smokes! Bret Hart goes over clean in the rematch and exacts revenge for his home nation.
Based on the scenarios that were actually talked about, I've always thought it was best that the screwjob did happen. We got the Mr. McMahon character, HBK is put over as an even bigger heel and we got Austin vs. Michaels at WM14 instead of the apparently planned Hart vs. Michaels rematch - thereby launching Austin forevermore into the annuls of history.
At the same time, I wish Bret could have gone back to the WWF in 1999. I mean, by then, WCW had cut Bret Hart's glorified contract in half, so the argument about WCW and money goes out the window there. Jim Herd, JJ Dillon and Jim Cornette all have talked about the ubsured clauses in WCW talent contracts that basically allowed for almost every star's income to adjusted on a whim.
If Bret went back in 1999, we'd all hope that Owen's accident never takes place and even perhaps that Owen's main-event push is finally boosted as it was supposed to have in the weeks following Bret's depature in 1997.
However, I am more inclined nowadays to believe that Montreal was the greatest work in professional wrestling history. Jerry Lawler believes this; Earl Hebner doesn't rule it out and others have come forward suggesting the same thing. Accepting still that there was an issue with WWF affording Bret's contract, it's not unreasonable to think that this could have been planned as a way to get Vince over as a heel (which is what happened). Vince had been fine-tuning his heel character in Memphis years previously and I think he was looking for the perfect trigger to make him believably the most selfish, evil human being out there. Also, with WCW's track record of pushing ex-WWF stars to the moon, it could have been assumed that Bret would have been in a big main-event role in WCW while Shawn was on top in WWF and both Bret and Shawn getting much-needed time away from each other. Just two theories I have - I'm not saying that they were actually in the thought-process at the time.
Also, the Wrestling with Shadows crew happened to be making their subsequent film there at the time. The film-makers didn't have to be aware of what was going to happen, they just had to be there as it unfolded. Exactly what happened and has added to the credibility of the legitimacy of the screwjob. Could have easily been planned to have the crew there at that specific period of time when the screwjob would unfold. I know this one has been 'debunked' again and again, but everything's a possibility in the air of uncertanty.
Owen not being let out of his contract when the other Hart family members were. This goes in-line with the apparent scrapped main-event push for Owen off the back of the screwjob which originally played out following Survivor Series, but was apparently quelled by Shawn Michaels.
Perhaps only Vince knows for sure what the deal is, and as far as I'm concerned, it's all possible until the day we can get inside Vince's mind.