It's not easy for Boston. Boston (as a city) just isn't as attractive as NY or LA. They've never really been able to bring in the top notch stud FA's. As such, they have to rely on the draft, and they've drawn the short stick in that regards over the last few decades. Len Bias dies before ever playing a game for Boston. Reggie Lewis dies. I believe they had the best chance to land the #1 pick the year Duncan went #1, but the lottery didn't work out. I think we also had a good chance the year KD went #2, to land the #1 pick, and they ended up 5th I think.
There are times I think the NBA is fixed, or that I think they want Boston, LA, and NY to be good. But then I look at a draft like this, and see that Boston and LA are drafting 6th and 7th, and I think it's nonsense when I hear people say they are fixing drafts.
Ainge has a plan, or multiple plans, but he can't make it work by himself. Looks like they missed on Love. We'll see what they try to do in 2015. They have a ton of salary coming off the books then, and a ton of draft picks to move for the right player. Maybe Love will be a FA at that point.