I expect Ainge to try very hard to combine some of our assets (picks and cost-controlled role players) to move up into the top 5 or at least the middle of the lottery.
If he can't do that, perhaps he'll see about trading out of the first round entirely by looking to combine our two picks with one of our better young pieces (e.g. Bradley, Sullinger) and trying to find an upgrade. That seems rather unlikely to me, but you never know.
If Ainge uses the picks, expect him to take a guy who's a bit of tweener with proven ability to produce at the college level. Looney, Harrell, Kaminsky, Johnson, Grant, Dunn, and perhaps Portis seem to fit the bill.