Here is the catch:
Does Ainge believe this is when he can sell Rondo at a high value?
If Rondo had a healthier season and playoffs his value would be higher, although it's hard to gauge how much higher.
This is true. Although I would argue that he did not struggle long enough (been injured, whatever) for it to dramatically affect his value. It was really just a couple bad months, and teams could very easily rationalize that away.
However, now he is in a position where, if he has another couple bad months, or that plantar fascitis continues to bother him, suddenly its more than a fluke, and that could cause his value to plummet.
So, if there are deals on the table this summer that Danny likes for him, then I think he needs to pull the trigger then, because he would be taking a risk waiting longer.
But with that said, the right deals need to be there. Whether his value is high or low is somewhat important, but what is more important is the timing of when the right package is available. His value could be through the roof, but if other teams are not ready to play, then its not going to happen.
Ultimately, it is just a very delicate situation. I think Danny should, and will, be open to trading anyone at any time, if the right deal presents itself. But I also don't think he should or will force anything. He is just as comfortable shuffling the deck as he is letting things play out, it all depends on what shows up at his door.