The Leafs aren't in bad shape either if they can weather the storm for another year or two. Who have the Leafs really lost at this point that they really, really wanted to keep? Patrick Marleau? Zaitsev?
Again, the Nylander, Tavares, Matthews, and future Marner deal will be great values for them once the cap rises. It's not going to keep increasing at this slow pace (and even if it does increase at this slow pace, by 2021 or 2022 it will hit the mid-90's or better, at the same rate of growth as the last 4 years). In a few years, it's going to rise sharply due to a new TV deal. They've been on the existing deal since 2011 and it's stale at this point. In 2021, the new deal projects to be much healthier for the league than the one they signed in 2011, both in terms of actual dollars, and relative to how good of a deal it looks like for the league in general. You've got a lot of networks who want a piece of the NHL broadcasting pie right now. Exclusivity probably won't last unless some network pays through the nose; and if it's not exclusive, you're gonna have multiple networks/streaming services paying high prices to get hockey content.
I'm very excited about the NHL's chances to get their product on TV here actually. Of course, it's the NHL, they could, in theory, screw it up. Or something else like a great recession could happen, but those things are all very unlikely. The likely outcome is that the NHL's $200 million a year TV deal jumps to, at worst, more like $450 million a year. I've seen speculation it goes up to more like $600 million a year or more. Leaving "inflation" aside, this would signal a much healthier situation for the NHL in general, ie, that there is demand to put this sport on TV in a lot more formats. I heard that maybe they even do two networks like the NFL does -- where CBS covers the AFC and Fox covers the NFC. The NHL could do something similar with East and West conferences.