Thats a huge question but we don't need 20-20 hindsight to know that if the GM knew at the beginning of Covid they were not getting out of the first round any time soon he would have done things differently. He expects to make a deep run every year and he has done stuff every off season with a tiny pot licker budget.
Even guys who don't like KD will have to admit he has been able to get some good value from table scraps. I would love to have seen what he gets for $3.5M instead of $1.5M, wouldn't you? My guess is it wouldn't be a Nick Ritchie. We don't know what deals almost happened but for the budget but we know there would have been a lot of action. With no Nylander maybe they have Pietrangelo plus whatever cost controlled assets Willie could have brought in. I actually don't think KD was married to the concept of an ultra top heavy forward group , he was just attached to his guys. I think the missing $8M in cap growth would probably have been spent on the D rather than a 4th dangler
Willies cost is part of what forced the Kadri trade and led to the need to get a forward, plus RD, plus retention which was so specific that it probably ruled out a dozen interested parties in an NK deal. How well Nylander played is subjective because again, still out in the 1st round every year. Maybe two $3.5M forwards who hit everything in sight all night long are what's missing. The teams that went to round 2 and beyond mostly don't have anything like a big 4.
Was this year's Lightning club amazing? I know they think so in Florida but the Bolts were behind the Leafs in the standings and Vasi was not Vasi and Point was not point in that series. Ripe for the picking. Poorly constructed means they lost in spite of having that monster top 4. The 2017 Leafs took the 118pt Caps to 6 games and 3 losses in OT with no JT.
The Marner deal was part of an unfortunate chain reaction. 20-20 hindsight trade Willie when he shows he is holding out and move to signing Mitch before he breaks out. The holdout shit is on Willie, Mitch doesn't do that and signs for $8M and a bit. Or if Willie takes his $6.6 and shows up game 1, Mitch signs the first month, and then AM. They save 2-3M. Yes Mitch could have been signed to a better deal but the marathon Nylander mess exhausted our rookie GM and took Mitch too far into his breakout year. All comes back to WN, To add insult to injury the prick showed up out of shape and produced jack the rest of the year.
For sure they were close and if Murray is injury free and they meet a goalie like round 1 Vasi next playoff they will be on to round 2. But can this group win 2 series?