Short answer is no. Long answer is… It’s a simplification. Overall poor management, potential internal/cultural issues regarding a long time with contending, unbalanced roster construction, etc. all plays a role in this. At the same time, im positive Sid at 8.7M throughout his career left money on the table for the goal of keeping the team together/winning. I believe Zetterberg and Lidstrom did the same.
In terms of current situations … sure the cap seems bound to go up, everyone wants to max out their potential, AND hockey is already the lowest paying sport… but, yeah, the precedent in Toronto sucks now. Everyone wants 8 figures, everyone wants to be paid and the team isn’t sound in the areas it needs to be. Nylander is awesome but is he AS awesome if he’s the main attraction? Matthews or McDavid. Pettersson, Hughes, Makar, whoever. Sure they’re making top dollar and then you produce similarly and believe you deserve similar, but what if you didn’t have Matthews, Marner, Tavares? Are you genuinely a $10M player? Maybe. Maybe not.
The NHL isn’t ever going to be the top earning league and thus, my attitude is that the players know that going in. McDavid could be better than Micheal Jordan, he won’t ever earn more. With that in mind, why go for (for example) $10M x8 instead of $8M x8? You’re never gonna earn big US athlete money playing in the NHL. Ever. Might as well just win f***ing Cups, still make millions, set yourself up with a legacy and a future. Like I know money talks and everyone wants as much of it as possible. But if you could have a 15 year career worth 60M and win 3 cups or 15 years worth 80M and win zero? I don’t know. $20M is a MASSIVE difference. But also, most people won’t ever know what it feels like to earn 1M.
Once we’re talking about 10, 20, 30, 75, 100, 200, etc. you’ve entirely lost me. As a 36 year old father I can’t even wrap my brain around wanting to leave your “family” and “the city that’s done so much for us” so you can earn 80M over 7 years rather than 70M over 7 years. I literally can’t. My wife and I would take $200k right now to stay where we are are over $300k to move across the country.