I think SI nailed it:
I get it—it takes two teams to make a deal, and Boston’s draft night transaction window extends to Thursday, when Gordon Hayward must decide whether to pick up his player option for next season. But the Celtics began the week hoping to package its picks for a top-10 selection that they could use for a significant trade (Jrue Holiday was among the targets) and end draft night with two more rookies to squeeze onto a suddenly bloated roster.
Look, on paper, Aaron Nesmith and Payton Pritchard make sense. Neismith is arguably the best shooter in the draft and Pritchard, a four-year player at Oregon, shot 41.5% from three last season. There are some concerns about the foot injury Neismith suffered in January, but long term he should be fine. Boston’s bench badly needs shooting, and Nesmith and Pritchard theoretically could provide it.
But where do they fit in? Boston had two first-round picks on the roster last season (Romeo Langford, Grant Williams) and a pair of second-rounders (Carsen Edwards, Tremont Waters) in the mix. To make room for Nesmith and Pritchard, the Celtics may have to sever ties with Semi Ojeleye or Brad Wanamaker. Maybe both. Vincent Poirier has another year left on his contract, but he could go, too.
I can’t help but wonder if the Celtics whiffed on R.J. Hampton. They could have had him at No. 14, which was in the range of some mock drafts. They could have maneuvered up to get him at 24, with picks Nos. 26 and 30 to dangle in a trade. Boston addressed a need in the draft. But for the second year in a row, its stockpile of picks couldn’t be parlayed into something bigger.
After looking over the draft as a whole, I give the Celts a C -- especially before I know the status of Nesmith's foot. Meanwhile, I get why Ainge likes Pritchard... he's central casting for an Ainge binkie. But what about Waters? Is PP really so much better than Waters that we couldn't have used that pick on a more interesting fit? I like Waters and want to see him get his shot. Are we really going to carry Walker, Pritchard, Waters, and Edwards in the same backcourt? Too much redundancy.
The second part from SI also bugs me, especially considering Danny doesn't seem to have succeeded in moving Poirier with the 30th pick. I understand why it was difficult to take a player with that pick -- ok, so then use it for something of value. NY was able to trade for pick 23 before the draft.... why couldn't Ainge with 26, 30 and a player? Didn't happen again.
Said another way, "Trader Danny" (much as I'm a fan of him overall, which I am) failed to execute something fairly basic last night, i.e. using picks and role players to move up -- which a bunch of other GMs did. I think that's a set back.
Not a particularly strong night IMO.