Most likely looks like this
2015-Boston, Clippers
2016-Boston, Nets, Dallas
2017-Boston, Memphis
2018-Boston, Nets
And a ton of 2nd round picks. The Clippers and Dallas picks should be in the 20's somewhere unless something weird happens. The nets picks have a chance ot be very good. Our picks should be trending towards the playoffs imo. Dallas's pick is going to roll over until 2016 and is still top 7 protected so we will probably get it.
I think giving up Clevelands 2016 pick was worth it for Isiah Thomas. I think this team is trending upwards and this is a guy Ainge has wanted and should fit in long term. We are missing a few things but we still have plenty of flexibility to get those things. Ainge just needs to keep plugging away and finding the right pieces that fit.