The positions that need to be filled after Tinordi, Beaulieu and Emelin take LHD roles away from Markov 3 seasons from now. Then Subban with say Nygren and Pateryn on RD, that's in a perfect world (ideally which rarely occurs) the Habs big three excluded.
What could be better is the Habs making a deal for one of two RD's that haven't lived up to their expectations yet.
1) Adam Larsson RD - 6'3" - 205lbs. #4 OV 2011 Entry Draft
2) Zach Bogosian RD - 6'3" - 215 lbs. #3 OV 2008 Entry Draft
Either one of these added to the Habs defence would give their defence Top Five status league wide IMHO.
The positions that have been improved by the draft of Scherbak and signing of Sekac wingers either LW/RW, could be filled by these two players;
1) E.Kane LW - 6'2" - 195 lbs. #4 OV 2009 Entry Draft
2) B.Ryan RW - 6'2" - 207 lbs #2 OV 2005 Entry Draft
Both have shown promise of becoming the elite type wingers expected when drafted, but Ryan has already been traded once and it seems Kane's first trade is close. This usually happens when top five drafted players don't live up to others expectations. Our Asst GM Rick Dudley drafted E.Kane and Z.Bogosian and probably knows more about these players than most, he had a plan for his team when he drafted them. Meaning he would know if they could be exactly what the Habs are missing or not, IMHO they would fit beautifully in our long term plans, while both Larsson & Ryan could fit well too.
If Bergevin is trading these are players that fit the type of team the Habs are building, one with mobility, size and the passion to be #1 OV or Stanley Cup Champions. Bobby Ryan will be a UFA at the end of next season July 1st 2015 and wouldn't cost assets in trade if he was signed, depends upon whether or not he's a disruptive influence which was a concern in Anaheim from what I remember hearing.
It's easy to see the weak points are defence(right) with the free agent signings of Weaver and Gilbert for 2nd & 3rd pairing defencemen. Unless Pateryn & Nygren live up to their potentials the Habs will have to make moves before the end of next season, so those types of trades to develop over the season if they falter. At the wing positions if any of PAP, Sekac, Andrighetto or JDLR don't show promise, likewise trades centered around E.Kane or free agent signing of B.Ryan at the end of the season.
The Habs would look better with any two of those players, but Kane & Larsson would be the ones I think would fit best, but I'm no GM or Asst GM, just GM of my armchair and the TV control unit.