I see where the OP is coming from here. Aside from Brown, Tatum and our draft picks, IT is by far our most valuable trade asset (and you could argue that he's ahead of any of the others mentioned above).
Heading into the draft, I would've seriously considered moving him if we could've gotten a top 7 or 8 pick in this year's draft (similar to what Chicago got for Butler), and would consider doing so in exchange for a likely top-8 pick in the 2018 draft. I love IT's talent, heart and toughness, but I don't see him settling for less than the max, and I don't know that he's worth the max projecting into the future at that age and size. Of course we don't give him away for nothing, but if someone offers some real value, you have to consider it.
That being said, I also acknowledge the complexities of trying to land George and/or Hayward while also being open to trading IT. Ainge likely does need to choose one path or the other at some point (win now vs. a gradual build to a potential dynasty), and that point may be sometime soon.