I don't know why people look at that list and think Ainge didn't do well. I would say 2003 and 2011 are the only two where you can say they were bad, and 2003 he got Perkins at 27, while in 2011 the pick was at 25, not usually a great place to find talent.
Sure, he isn't Buford and the Spurs, but I think he's found good talent there.
2003: Marcus Banks and Kendrik Perkins. Not great, although I revise this because Perkins at 27 played in the league a long time. Not a terrible pick there.
2004: Jefferson, West, and Allen were all great picks for their draft position.
2005: Green was never great, but at the 18th pick? He played this year. 9 players ahead of him did not. And only a few selected after him were any better than him. Not a bad pick at 18.
2006: Rajon Rondo at 21. That's a great great pick.
2007: Green (but traded for Allen)
2008: J.R. Giddens. At 30, what are you going to do? Dragic and DeAndre Jordan were second rounders, but selecting at 30 is always a crapshoot.
2009: Didn't have a first rounder
2010: Avery Bradley at 19. I think that's a damn good pick in that place.
2011: Traded the 25th pick for JaJuan Johnson and a future second rounder. Forgettable. Jimmy Butler, Isaiah Thomas, Chandler Parsons, and some other rotation players were still on the board. I'd say this is the second round where the selections were bad.
2012: Sully at 21 and Melo at 22. One great pick from the 2os, and one bad one. Still, I'd say this was a good draft given their position.
2013: Olynyk. Jury is out, and they traded for him, so you can't really say they passed on Giannis, who is the only one after Olynyk that is definitely better than him (jury is out on Schröder and Deng)
2014: Marcus Smart and James Young. Too early to say much about this. Doesn't look great, though.
2015: Rozier and Hunter. Didn't love these picks when they happened, but not a great place to be selecting. Still too early to evaluate.