Bumping this thread again, because I believe it's our biggest concern forward.
The main thing we have to avoid is just getting what's available.
That's basically how Detroit ended up with Griffin and others with Westbrook.
These moves as a result of panic and opportunity backfired.
On the other hand you have moves where franchises went out of their way to make a specific addition to the team.
Examples are Phoenix (Paul), Utah (Conley) and Milwaukee (Holiday).
So even though the Celtics (under Ainge) have a reputation of making 'winning' trades I don't think that should be a primary focus. Getting the right player is.
However, it's a question which players should be targeted and also whether they're available for a somewhat reasonable price. The market is still an issue. Maybe what's needed is not out there. Doing nothing is better than doing something stupid.
My view is that for instance trading for Damian Lillard could be a better move (despite his age and huge contract) than getting De'Aaron Fox for relatively cheap who might be a bad fit.
Ps: In my previous post on the first page of this topic I did mention Fox as a third option, but now I disagree with that. If the Celtics were in a different stage (like Houston, New York or New Orleans) it would be a different story.