My main complaint with DA is not the trade itself - he felt size at the wing off the bench a greater risk than center depth. If Delonte was out right now and Shaq playing just ten minutes a game, he'd probably look like a genius. (A scenario that's somewhat likely.) And despite the teams play in games 1 & 2, I'm not convinced the team would really be playing that much better with say Perkins, Parker, and Nate instead of Kristic, Green, and Arroyo. Realistically the trade was made for the next series against Miami.
So what is my complaint with DA? It's his complete missing on several opportunities to build depth through the draft. Obviously JR Giddens over Deandre Jordan burns, but so does Pruitt and Baby over Gasol. I have had a lot of faith in DA's drafting, but in retrospect maybe that's been misplaced. The misses on these big men are what forced the Celtics to rely on MLE big men for their championship runs last year and this, which is also partly why they had a whole to fill with Green.
The Celts are often compared to the Spurs - already armed with David Robinson the Spurs lucked into Duncan, got a championship and have been competitors since. Similarly the C's armed with Pierce were in a position to get Allen and KG and win a championship. Rondo may be the piece that lets them extend that window, like Duncan in SA (not that Rondo is of the same caliber) - but the other thing SA did was get a couple late great draft picks in Manu and Parker.
(and sure I know its hindsight)