As far as the draft goes, as with any GM, he has had some great picks, some dogs, and the jury is out on the more recent picks who need more playing time to accurately determine their worth. For every good pick, I will give you JR Giddens, Troy Bell, Randy Foye, Gerald Green and Jujuan Johnson. Of course, all GMs have hits and misses and I have no idea where Ainge ranks in terms of his draft record.
Hmm .... Giddens (pick #30), Gerald Green (#18) & Johnson (#27)? Getting _anything_ out of picks that late in the draft is like a small miracle.
He also converted Gerald Green as part of the package for KG and Johnson became Courtney Lee --- so he definitely got excellent value out of those picks.
Giddens was worthless - but so are the vast majority of picks at #30.
Bell wasn't Danny's pick - he was picked for Memphis. Bell and Jones were traded on draft night for Marcus Banks and Kendrick Perkins. Banks was a flop, but not as big a flop as Bell, and Perkins was Perk --- so Danny pretty clearly won that one.
Foye, similarly was a draft night trade to the Trail Blazers so he wasn't Danny's choice - just part of the deal that brought Ratlif & Telfair - who were parts of the KG trade.
Rondo (21), Bradley (19) & Sully (21) were all fantastic value picks deep in the 1st round, as were Big Al (15), Perkins (27), Delonte (24) & Tony Allen (25). Heck, Gomes at #50, Davis (35) & Erden (60!!) were like turning lead into gold! Deep second round picks have bigger odds of never playing in the NBA at all than providing the huge court minutes that those three did.
He flipped the #5 (JeffGreen) in 2007 for HoF shooter Ray Allen, for god's sake!
And then he flipped Perkins (#27) to get Jeff Green back! Plus another #1 (Fab)!!!
Every GM has hits and misses in the draft. The NBA is extremely elite. When you actually understand how freaking rare it is for any pick out of the top 10 to amount to anything, you start to realize how well Danny has drafted.
I totally discount the 'failures' of any of the picks past the middle of the first round. Anything good you get past that is pure luxury. The odds of a #15 being even 'starter' quality are only about 1 in 3. When you get down to #20 and below? Extremely rare.
Gerald Green is really the only relatively 'high' pick that was actually Danny's pick that ended up a bust - but even he proved useful as a trade piece.
Has he been perfect? No. But any objective measure would show Danny's picks to have far out performed the average at those slots.
And evaluating a GM's draft record isn't just about the names attached to those draft slots in the basketball-reference.com listing. It's also includes the ultimate value realized if he dealt those picks or players.