the funny thing is that Tatar ended up pretty solid for us and then Bergevin failed to sell high
Even the argument of the cup run fails, because he was benched most of the way because he... sucks in the playoffs.
You do realize that Bourque was just a contract going the other way?
The big issue with Bergevin was not finding value in trades, it was recognizing when to trade his assets to get the most from them. And by that I mean addressing needs by trading his assets.
MB found good vslue in Shaw, but he could have arguably got more before he was completely battered by injuries - still not sure why Chicago did that trade.
MB also did good (or lucked out?) by acquiring Tatar as a "cap dump - he ended up solid for us. But then, he failed to capitalize on Tatar's excellent play to orchestrate anything of value for the Habs.
And all the late rounders he got are good value for some of the players he gave away, but then those are just throwing shit at a dart board really.
Contrast this with the new management immediately capitalizing on the "cup finalist" values of guys like Chiarot, Lehkonen, Kulak, and I am way more hopeful. And the Lehk trade especially was a huge win for the Habs imo: we gained a RD prospect who's near-NHL ready! At a time where our prospect pool is barren of RD's and where we're employing AHL caliber D's to fill the spots.
And what did it cost us? A middle six winger. Ome that hurts to lose, but middle six nonetheless