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We shouldn't rush things. Just because we think we're better than we thought doesn't mean we have to make reckless moves.
Chandler is a solid player but so is Crabbe and he's not getting any minutes, if we have such a hole behind Batum why isn't he playing? Blake and Kaman are getting older, if CJ develops into a good backup 1 we can let both go after next year. You don't know what's going to happen, don't mortgage the future just because we're doing good right now. T-Rob, Barton and a pick are worth much, much more than Wilson Chandler, if we're offered Kelly Olynyk or some other real talent (preferably young) than I would consider it but for someone who really isn't that much better than Allen Crabbe, why should we make such a trade?
TRob and Will don't appear to be a significant part of "the future", so trading them certainly wouldn't qualify as mortgaging it. As it is, they're below average and replaceable. The fact that we didn't pick up TRob's extension essentially made it a foregone conclusion that he'll be gone after this summer: if he's worth more than $4.5M, we won't be able to match higher offers; if he's not worth $4.5M, then we probably don't need him.
As for the two of them and the pick being worth more than Wilson Chandler, the current trade market suggests otherwise. Assets are only worth what they can be turned into. If they stay here, they won't be turned into anything because (as you said) there's no time available for them to contribute (because they're certainly not playing in front of CJ and Nards). If Olshey can't get a better deal for them than Chandler, I have to assume that it's because other teams aren't willing to give anything better than Chandler.
I'm not arrogant enough to think that I would be able to do Olshey's job better than he can. Rants like yours suggest that you are arrogant enough to think that. Perhaps some self-evaluation is in order.

