Fandom-tinted glasses aside, if you take a look at just that roster without the logos beside it, it is pretty clearly one of the stronger teams in the NHL. They have underperformed in the playoffs for the past few years. Then again, so did Tampa until 2020, St. Louis until 2019 and Washington until 2018.
Not saying they are among the top-tier favourites to win it all next year, but hard to say a roster with that much talent and now a lot more experience doesn’t have a fair shot.
And other than the play-in series last year vs CBJ, the Leafs have faced arguably the toughest first round opponents comparing their overall records.
The 1st year with the big 3 the Leafs made the last wildcard spot after finishing dead last the previous season. Their reward was to play against the president's trophy winning Capitals who had 118 points that year. Lost in 6 and even had the lead in the series at one point. Leafs were underdogs
The 2nd year the Leafs finish with the
7th best record in the league, 4th best in the East and their first-round opponent is the Bruins who finished with the
4th best record in the league and 2nd in the East. The Pens and Flyers were the 5th and 6th best records in the East that year and had the opportunity to play each other in the first round...what other major sport has the 2v4 and 5v6 seeds in the first round?? Leafs lose in 7 and were underdogs in the series going in.
The 3rd year (first with JT) the Leafs finish again with the
7th best record in the league, 5th in the East and their first-round opponent again was the Bruins who finished with the
3rd best record in the league this time and 2nd in the East. Isles were the 4th seed and had the chance to play the 6th seed while the 2nd seed Bruins plays the 5th seed Leafs. Again...what other sport has 2v4 and 4v6 in the first round? Leafs lose again in 7 and again were the underdogs in the series.
The Leafs will break through eventually and the point of revisiting the past struggles of this club is that it's not like they were losing to random crappy teams that weren't going to win the cup. Washington lost in the next round to the eventual cup winners, won the next year. The Bruins were arguably the best team in the NHL the past 3 years stretch aside from the Bolts.