The thing is, you can't afford to be paying $10 million or more to two players at a time. The bottom of your roster will be filled out with junk to stay under the cap, and you will keep having to trade good players at a disadvantage because you can't afford them.
According to Capfriendly, 13 players in the NHL have cap hits of $10 million or more. Toronto has three (!), L.A. has two, and Chicago has two. None of those teams have won a single playoff round (ignoring the 2020 play-in) since those contracts were signed. All three teams have constant cap trouble and have been spinning their wheels, even though all three are in big markets and have an easy time attracting free-agent talent.
Overpaying for past performance is the surest way to tank your future performance.
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