The point of Simmon's column was that Ainge has made bad move after bad move since the title year, and if he managed to squeeze in one or two good ones, the KG era would probably have at least one other title and a better ending. That seems irrefutable to me, although that type of hindsight column by definition is like fishing in a barrel.
The point of Simmons' article is that he is a writer who sits around playing with a fake trade machine and criticzing drafts 3 years after they happened.
As for Danny's performance in the draft, read this article hear:
http://boston.cbslocal.com/2011/06/23/danny-ainges-draft-history-from-big-al-to-marcus-banks/ 2003 - He trades Troy Bell and Danthay Jones for Marcus Banks and Kendrick Perkins!
2004 - Big Al, D-West, and Tony Allen
2005 - Gerald Green and Ryan Gomes
2006 - Rondo and Leon Powe (he traded for Telfair and Foye was Portland's choice)
2007 - Big Baby (trade for Ray) and Gabe Pruitt
2008 - Giddens, Bill Walker, Semih Erden
2009 - some guy I never knew with the 58th pick
2010 - Avery Bradley and Gody
2011 - JJJ and Etwaun
I mean, go over that list. Outside of a couple second rounders that didn't pan out, Ainge drafted ONE 1st rounder that became a complete bust (Gidddens, with the 30th pick). Gerald Green at least was used in a trade and is sitll in the league (and won the dunk contest.)
Many of Danny's picks turned into guys who made it in the league and are still productive for their teams. How many picks can we say that Danny truly "missed" on? Pruitt and Giddens? Maybe Gerald Green??
Plus we still don't know how AB, JJJ, and Etwaun will play out, but I think we can all definitely say that AB will at least have a career like Tony Allen, JJJ might be a legitimate double-digit offensive threat, and Etwain could be at least as good as Keyon Dooling (and Dooling was a lottery pick.)
So what does Simmons do? He goes after the ONE pick Danny has made in 8 years that was a clear miss, and he kills him for it. I know his article was tongue-and-cheek, but still, give me a break.
Edit: Gerald Green is not technically in the league, since he was waived by the Lakers this year. He is in the D-league. He is definitely a bust, but could probably make a roster.