I'm not necessarily talking about a small move to jump up a few spots to get a specific player; my thought is to put yourself in position to select from a completely different level of prospect. If you got the chance to move up to the 15-20 pick range, where you might get lucky to get a player that might slip, like Bode Wilde or Ty Smith, or insert your favorite middle first prospect, and it would cost you both Ottawa's and our 2nd round pick, you wouldn't do that? This is completely hypothetical and subjective, but this particular scenario I used the draft pick valuation charts that have been developed for a rough idea of where the value would fall.
Considering that we need first line/first pairing talent, I'd rather have 3 picks in the top 30, two of which are top 20, over 4 picks in the top 40 with 2 of which coming between 35 and 40. To me, there is obviously a reason why players are ranked and drafted in a certain order; if there isn't a large talent/potential variance, every team should be trading back as much as possible.
For reference, look at the players drafted in the 2014 draft in the middle first versus the early second:
Mid-1st: Larkin, Milano, Tuch, Schmaltz, Fabbri, Kapanen
Early-2nd: Jayce Hawryluk, Ivan Barbashev, Dominik Masin, Marcus Pettersson