This season, it's obvious that the Leafs NEED to move on beyond round 1 to avoid catching an avalanche of shit from fans, media, and likely ownership. While one could argue that maybe they should be afforded more time given how some regimes just last in other markets despite years of letdowns (like Montreal surprisingly, no idea how Bergevin has managed to keep his post long enough to turn things around), here it won't be accepted. If not firings of Shanahan, Dubas, or Keefe, we'll likely see the removal of one of Marner or Nylander to really kick this team in the pants. Outside of some unforeseen and unfortunate circumstance (like multiple injuries to core players in the first round) there will be no mercy given should they fail to move on again.
Now whether one considers beating a Canadian team in the playoffs as more of an accomplishment than going 7 against Boston in 2018 and 2019 is another story, and is irrelevant to the discussion in my opinion. Sure those Bruins teams were better than anything this North Division has to offer, but either way these Leafs have to win a playoff round. Even if the team they face is weaker than past years it's still better than nothing. Certainly other Canadian teams have benefited from facing weak competition in the playoffs and sticking that playoff round win in their caps (Calgary beating an old Vancouver team in 2015, Montreal beating a Pens team that is on a bad streak of lack of playoff success). Not to take away from those accomplishments, certainly more than we've done and at some point you just have to beat one of the good teams to win anything worthwhile anyway, but still. There's something to be said for experiencing any kind of success at all.
Dubas, for his part, basically did everything I wanted him to do for this franchise after last seasons' disappointment against the Jackets. He's addressed the defence, added grit, toughness, and more leadership/intangibles, and addressed our weakening prospect pool. Despite all of this I'm still very reserved on the potential of this team. We've been burned one too many times by this core for me to believe they're capable of any substantial success. We've had "good" offseasons before and still lack any substantial on ice success to be proud of. While this year obviously presents a great opportunity to rectify that, I won't buy it until it happens.
Here's how I will grade the season dependent on results:
Catastrophe: Missing the playoffs entirely. Self-explanatory. Leafs would definitely need to drastically alter the course and move core players. This is highly unlikely though.
Failure: Another first round exit. None of the Canadian teams present the style of play or have the defensive aptitude that can stymie us like Boston or Columbus have. No Canadian team would be considered a Cup Contender in a normal year with normal divisions. Even if the Leafs win the division this would still be an awful result and would likely result in core players being removed.
Cusp of Success/Middling Season: First round win but a second round exit. Again I don't think the Leafs should have too much to fear out of this division, no team is without flaws, however there are teams with a good bit of potential. If the Leafs do win in round one but get beat in round 2 that would be less than ideal, but it is the playoffs and anything can happen. "But then wouldn't the same logic apply to round 1???" No, because I expect the Leafs to finish 1st or 2nd in this division, and any team coming at 3rd or 4th should not be a massive issue. If the Leafs do struggle in the regular season and end up beating a higher seed in round 1 to move on then the season is more of a success.
Successful: Conference Finals appearance. Winning the Canadian division and representing the country in the final four should be what this team strives for. There's no other Canadian team that should outright scare the Leafs like has been the case with Tampa and Boston the past few years. The Leafs should be capable of beating out the rest of the Canadian teams and moving on to the Final Four.
Unprecedented Success: Cup Finals appearance, or dare I say more. Would be quite a leap going from a team that "missed" the playoffs last year to being one of the last two standing. This is outside the realm of possibility and shouldn't even be thought of however given how this team has flamed out before.
Percentage chance for Results:
Miss Playoffs = 1%
First Round = 30%
Second Round = 35%
Conference Finals = 25%
Finals = 8%
********* = 1%
Is a first round loss percentage high? I suppose but this team has disappointed before, I ain't giving the benefit of the doubt.