The first thing you do on draft day, is try to sell your two picks for a top 4 pick.
#5+#17+ a significant add for Bedard. (Slaf, Dach, Mesar, Roy, Kidney, Hutson are all options I would entertain to get Bedard.)
5+17+Mesar for Fantilli
5+17+Mesar for Carlsson
5+Mesar for Michkov
The habs need quality, over quantity.
Then if that doesn't work, maybe you look at trading down that 5th OA, if you don't like Benson. (I would pick him.)
5th OA+ 17th for 6th and 12th ? I'd do this any day. Reinbacher + Cristall > Benson + Wtv is up at 17 IMO
5th for 9th and 18th ? Detroit would absolutely want a shot at Benson IMO. Now that one is iffy because I don't like missing on Benson and Reinbacher here, but having three picks from 9 to 18 is pretty freaking good, Boston 2015 good. Barzal, Connor, Chabot kind of energy.
Or we just stay put and be happy with Benson or Reinbacher, which is something I really would consider a win too, lol.
I would aim at Pittsburgs #14 pick.
These guy's still have their core players and are not ready to rebuild yet
Jordan Harris + Sean Farrell + #69 do it ??
or
Anderson (1.5mil retained) + #37 ??
Pittsburgh is going to rebuild, pretty sure. With the new management.