Great post, but I did want to note that it is pretty rare for contenders and eventual winners to check every box. This checklist comes from the Athletic and last year's article had a pretty good breakdown on it.
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Our 2019 team, the Pens 2016 team, and last year's Knights were the only Cup winners that were at least 'passable, but below average vs other champs' in each category (their data starts with the 2010 Hawks). The other 11 Cup winners all had at least one category were they were 'entirely below the range.' We had 4 'passable but below average' guys on our team and I'd wager that at least one (like our #4 D man) were very close to the cutoff for passability.
Additionally, the metrics they use for past winners is how players performed in the playoffs where the team won, not long term or expected performance. I think there are a lot of instances where these winners wound up checking a few boxes because guys played the best hockey of their career at the right time even though they weren't traditionally that level of player. This makes a lot of winners retroactively look like they 'check more boxes' than they probably do.
Petro on our 2019 team was rated higher than Doughty in either Cup run, Keith in two of their 3 Cup runs, and Hedman in 2021. Long term, he's not that guy.
ROR was rated higher than Boston's best center in 2011, Kopitar in 2012, Toews in 2015, Backstrom in 2018, and anyone Tampa had for either run.
I'm not at all trying to be critical of the exercise, but I do think it is important to realize that basically every great team falls short of the checklist the year they win the Cup and even further short year-over-year.