From your link:
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Kassian is now 29.
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The new contract starts in his early 30's.
Remember the baseline here is a peak season of 30 points and the rest in the mid 20's.
Using TSN for this stat for penalty killing:
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1:16
Here are all the Oiler's. Note it's 3 pages long. You won't find him on page 1.
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But here he is on Page 2
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To my eye, he kills as many penalties as Neal.
NHL Statistics - Stats of the National Hockey League
I do agree his 5 on 5 has been good this year.. of course, he is playing 5 on 5 with McDavid. I doubt his 5 on 5 was very good the other years but I won't be digging it up. Call that a hunch based on multiple sub 30 point seasons.
A lot of people have mentioned his speed. I agree he's not slow. But are we talking 3rd on the team in speed behind McDavid and Nygard (who signed for less to come back). Or are we just saying faster than Chiasson, Gagner and Neal? I'd honestly have him close to the middle for speed on the team. Also, just a hunch. Another hunch tells me McLeod will be quicker than him next year and McLeod is also a good bottom 6 player. Except that he'll make less than a million and be entering his peak years if he makes the NHL (big IF).
I do believe in intangibles (eg. I'm pro Nurse and a lot of people aren't)... obviously we can't measure them well. But another intangible he has is taking dumb penalties and getting suspended. Eg. 9 games in 2020.
As far as leadership/core... this was actually a great time for him to step up. McDavid and Neal are gone. The team needs versatile players that can move around the lineup... and he got suspended for the second time in a month. I'm positive you can't find one season where Kassian was clutch or key in his team(s) ever making the playoffs. He certainly isn't helping this year.
Here are his career playoff stats:
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I do agree that he'd be good in a bottom 6 role... but he needs to be playing with McDavid to earn that contract. I also don't think a team as top heavy salary wise (which I'm okay with) as the Oiler's should be handing out 4 year contracts to bottom 6 players. All the other guys (except Gagner) are 2 million or less and 2 years or less.
Since signing the contract (during suspension) I can officially say that he has:
2 points
2 suspensions for 9 games
Meaning he will have 2 points in the first 17 games after signing his contract. While I agree his kick wasn't malicious and I thought it'd be 6 games... he was stupid to do it and totally deserved a suspension.
To me, that is an intangible too. The reason, to me, that Kassian types are challenging to find is because they're not part of the modern game anymore. They are being phased out much like shot blocking Dmen are.
Just using next season... he'll make more than Yamamoto, Jones and Nygard combined. I just don't see the value.