Personally, I'm more concerned with the Pits pick. This is the perfect time for that pick. They're not that good this year and will get us a very good mid-round pick. We also have extra picks and players to package for the possibility of moving up. I think it would be much easier to go from, say, 16 to 12 this year then, say, 24 to 12 next year. In the 12 spot, it is guaranteed that one or more of either Serg, Juolevi, Fabbro, Bean, McLeod or Rubstov are there.
Who knows about next year. The Pens make suck or they may be much better. Which would mean a 2nd round pick (if they suck) or a bad 1st pick (if they're really good). The time is now for that pick. We may not have players to trade for moving up next year as well (e.g., Bozak, JVR).
Also, it would be nice for the Leafs to finish last, but that lottery is totally wonky. It's up to the gods.
I'm good with last, 2nd last, or 3rd last and missing the lottery. Dubois, Tkachuk or Chyrchrun for me are all perfect. No windows will be smashed.