I did, and it really doesn't change anything with my conclusion. Seems extremely simple to me, the above looks like someone trying to see something he wants.
Having both Brassard and what we got in return for trading away Brassard in the "In" column doesn't make much sense. The bolded guys in the "IN" column are not even with the team anymore, with the state of the team now it's clear keeping most of those trades from being made was he better option.
Looking at what we traded away, and what we currently have to show for it right now is all that matters moving forward.
Pitts 2018 22nd overall in the OUT column, that was traded away to get the 26th + 48th. We never got those picks from Pittsburgh
Then we have Hoffman out, 2020 5th is out, Bergman is in, Boedker is in, 2020 6th is in.
ok let's try this. Let's go step by step and remove all the equivalent parts. Also put the Duchene trade on hold for now.
In vs Out
11th vs 12th
36th vs 33rd
47th vs 42nd
48th vs 42nd
194th vs 193rd
3rd in 2019 vs 90th (assuming Pittsburgh pick will be a late 3rd)
7th in 2019 vs 214th (assuming Calgary pick will be a late 7th)
3rd in 2020 vs 73rd (assuming Columbus pick will be a mid 3rd)
Condon vs 152th (assuming value was similar as Condon was traded for a 5th)
Wingels vs Shore (assuming value was similar as both were traded for a 7th)
Stalberg vs Prince (assuming value was similar as both were traded for a 3rd)
Burrows vs Lazar (assuming value should have been similar, Burrows was not worth a 2nd (Dahlen) like Lazar shouldn't have returned a 2nd)
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This is what is left (outside of the Duchene trade) :
IN : Gustvasson, late 1st (26th (JBD)), Brassard (2 years rental), Phaneuf (2 years rental)
OUT : Zibanejad, late 2nd (59th OA), early 3rd (64th OA)
I love Zibanejad but I think the Sens did pretty good there... of course, it really depends on Gustvasson and Bernard-Docker. Brassard and Phaneuf finally didn't bring medium term impact like expected but they were key players for that great 2016-17 season and playoffs.
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Even if you think that the above "trade-off" is pretty equal, like I said, it all comes down to the Duchene trade.
IN : Duchene
OUT : Turris, 1st in 2019, 3rd in 2019, late 1st in 2017 (28th OA)
Now the question is where does those 2019 picks end up? And that's where Dorion put the team in a really risky situation as he assumed they would continue to draft late based on 2016-17 success; but his inexperience didn't tell him that things change very quickly in the NHL.
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Anyway, maybe it's not as simple as you figured. Doesn't seem like you did the proper equations. I guess now you won't be able to say "looks like someone trying to see something he wants" as it can't be more objective than that (can you really disagree with my "equivalents"?)
It actually looks like people saying "we've been giving up picks like candy" are the ones who are in fact trying to see what they want, when the reality as demonstrated shows the opposite. Like I said, where we bled assets is in the Duchene trade, but he is also a high end player so of course the price was going to be high.
NOTE 1 : about saying that having Brassard and his return in the "In" column is non sense... you might want to re-think this one BECAUSE the assets we got in return are tangible and the (almost) 2 years he spent on the team are ALSO TANGIBLE. It happened in the reality. See it as a rental if you wish. There's a reason teams spend assets to get rentals or short term players, they end up playing games for your team and may I remind you that picks are not guaranteed to play games for your team... Teams give odds of developing a NHL player for an actual NHL player that will play games for your team NOW, guaranteed.
NOTE 2 : The Hoffman trade was not included in the original equation (no 2016-2019 picks involved) and of course we lost the trade assets wise, but there is also a gigantic * next to the context of this trade, and everybody knows it.