Why? For the most part, the quality and type of prospect you are getting is not going to be any different/better than what we'd get if we just stayed where we are. Right now we are expected to draft at 51. I expect at least half of the boom-bust skilled forwards expected to go in the 2nd/3rd round (Simontaival, Gushchin, Pashin, Bordeleau, etc.) and perhaps as many as 2 or 3 goalie prospects (besides Askarov) to be taken before we are selecting. The goalie crop is very weak this year, and while there are some promising goalies in the 2nd and 3rd tiers, I wouldn't spend a 2nd round pick on any of them (in general, and especially not from the Leafs perspective when they already have Woll and Scott). However, I expect some teams who need a new higher end goalie prospect to jump on guys like Blomqvist, Daws and Commesso before our pick.
That will leave a late 1st/early 2nd round quality prospect for us in the mid-late 2nd round... Just like it did with Robertson last year.