In two of those series we were heavy favorites and lost to Montreal and Columbus, its not like we only lose to powerhouse teams. And, then you'd have to win 3 other series on top of that. The hall of famer we got was younger and was quickly inducted into the hall of fame in the Jays case, McGriff just got in after years of waiting. Alomar was the younger and clearly better player by any metric comparing the two.
I'm not just waiting on results. I'm looking at the results so far. He inherited the team with one of the most promising young cores in the league. We lost in the first rounds two years before he got the gig, and we've lost in every first round since (well, play-in in the Columbus case). If we lost in game 7 of a cup final that is one thing, we've lost in the 1st round in game 7 or game 5. If it's on the players, its on the players he's chosen to build around.
These are the players Dubas's gave big deals, NMC's, traded Kadri for Barrie and Kerfoot to create space for their salaries on top of signing JT. This team is the players he's chose to work with, the coach he chose, pretty much every player on the roster he either re-signed at their current salaries, traded for, signed as a UFA or drafted, he chose his coach. My point is, in terms of actual success we haven't accomplished anything we hadn't prior to him arriving. We can say it's a tough league, a tough division, but even when the door opens for a great shot like Montreal in 2021, we still couldn't take the easiest path to the Cup finals in my lifetime. The closest Dubas has come to a re-defining core trade was Kadri for Kerfoot/Barrie, and that one blew up in our faces, not adding rentals. I don't see how we can say he isn't responsible for how the team performs at this point. Every championship requires some luck, but, 1st round exits going another way doesn't really inspire hope that you'd run the table in the next 3. Masai revamped a core that was at least in Eastern Conference championship games continually.
Given the assets we've given up in regards to making future deadline moves with these trades, Matthews and Nylander's contracts entering the last year after this season. It's put up or shut up time. Either he's built a team that can live up to expectations or he hasn't. So far, in the previous 4 years they haven't. No one would say his performance was adequate if you told them that when he replaced Lou, we still wouldn't have advanced a round.
Re. the Jays trade, saying Alomar was clearly better by any metric makes it sound like the trade was an obvious win for the Jays from the start which is clearly false, it that were the case the trade would never have been made. Sure it was a great trade, I've already given my opinion of Gillick but in any case as I already said, trades like that just don't happen in the NHL so I don't see how anyone can knock Dubas for not making a similar one.
I agree the results haven't been there, I also can't fault Dubas for "choosing to build around" those players. Like you said, those were the guys he inherited and pretty much any other GM would have done the same.
Re. Kadri, it's too bad he couldn't control his temper, his multiple playoff suspensions made trading him an obvious move, then he went and got suspended again in Colorado. Had he kept his emotions in check, everything might have turned out different. If he helps us get past Boston, maybe we win another round, he almost certainly doesn't get traded and who knows, maybe he's helped us win a cup by now. When every series goes 7 games, they were all winnable and not sure how Dubas is supposed know in advance that a team that competes all season long and 6 playoff games doesn't show for game 7 for several years in a row.
Masai didn't "revamp the core". He made one big trade, the rest of the core stayed intact and then he made one more trade giving up more future (JV) for the present (Gasol). It worked out but again as I already said, it came oh so close to not working out and then I can only assume you'd be criticizing Masai because like you said, he's "responsible". Like I said, it's a fine line between winning and losing and run it over again a few times (like they often do in poker), there's no way the Leafs don't come out on top and the Raptors end up losing some of the time. Let's not forget that Masai tried to trade Lowry, a trade that was vetoed by the other side but if that had gone through, the Raptors almost certainly don't win a title so there was a fair bit of luck involved there as well. And I would add that I have yet to hear from one person that understands what the heck Masai did at this TDL so while he gets huge props for the Khawi trade, the fact that it worked out well hardly is proof that he's some sort of genius and by that same token, I would assert that the fact that it hasn't worked out for the Leafs so far is hardly proof that Dubas hasn't done his job quite well.
I think most of the moves Dubas has made have been well reasoned, more good than bad and his trades at the current TDL have been great and I'm not going to wait a few months so that I can judge him with the benefit of hindsight. You want to wait and see what happens and that's fine but that's not putting any thought into making a difficult assessment, it's just waiting for the W/L column to be filled.
As far as Fletcher goes, I loved what he did, who doesn't? He fleeced Calgary for one of the best trades in NHL history but lets not forget that that Cinderella run started with a 7th game OT goal so I'm only stating the obvious when I say that this is another example of the fine line between winning and losing and if Detroit scores that OT goal instead, that's the end of that run. That team won two 7 game series, than lost a 3rd and one reason that it got so exciting at the time was because another huge upset happened, PIT who had 20 more points than the Leafs during the season got upset paving MTL's way to the final, othersie the cup wouldn't have seemed nearly as close as it did at the time. Not to mention that we also got lucky by playing STL in the round who had upset CHI who finished 21 points ahead of them during the regular season. That was a fun playoff run but there was more than just a little bit of luck involved, no doubt about it. Even our 3rd round opponent LA knocked off two favored teams to get there so we really got lucky by playing teams weaker than projected. If would the equivalent of others knocking off Boston, Carolina and NJ for us but even then, whoever's left would be a stronger team than those we faced in 93. Two GM's who's teams consistently go 7 games, one's team manages to win so he's a hero, the other is a bum but again, is it really that simple?
And Quinn was pretty good too but TBH, I never felt myself like that team had a real shot at the cup. This team I believe does and that's why I'm more excited then I've been since 1993 and that time around, I sure didn't feel like we had a shot when the playoffs started. It was only after we pulled off the big upset and PIT got upset on the other side of the bracket that things got exciting.
Maybe if we fail again they'll replace Dubas, maybe they won't. I just hope that whoever makes that decision looks a bit deeper than the W/L column as I really do believe it's a bit more complicated than that. I think it's hard to argue that Dubas was wrong to build around this core, you were the one who said he inherited good players so why wouldn't he build around them? And while he start form a good place, completely agree with that I also think the timing of covid hurt the Leafs perhaps more so than any other team and had that not happened (or happened say two years earlier), Dubas would have had far more options at his disposal. The team as it stand now is still easily the best Leaf team of the last 50 years on paper, IMO Dubas has done a good job and now it's up to the players to play to their potential.
JMHO.