Problem is, who do you want to come back? Probably another scorer/shooter that ice cold like Ray. Who are those guys?
Mike Miller (kinda) expires 2010
Micheal Redd exp 2011
Kevin Martin exp 2012
Vince Carter (no thanks) exp 2012
Tracy McGrady exp 2010
Most teams with sg's priced around Ray's price tag would not let anyone pry them from their cold dead hands. Of the guys above, Micheal Redd is probably the best option. Kevin Martin is the guy I want tho
Course this is 2010 we're talkin about....
The decision should come in 2009 though, after hopefully our back-to-back championship.
For right or wrong, I have a hard time believing that Ainge trades Allen after back to back championships. And who can blame him? What type of message would that send to Pierce and Garnett about the direction of the franchise? What does that say to a guy like Rondo looking to re-sign a long term extension? What does that say to potential free agents looking to come in as the Big Three leave?
Personally, I'd rather see them re-up Ray, give him another year or two with Pierce and Garnett, continue to develop the young talent, then either try to trade all three of them at the end, or let all three expire and simply sign free agents to replace them.
For as much as Red gets criticized for not trading the Big Three around '90, he didn't because he didn't want to get a reputation for a franchise that did that. Moreover, the deaths of Bias and Lewis had more to do with the decline of the franchise than not trading away the Big Three. The Big Three could have rode off into the sunset together and the C's still would have been good had those two lived. So we don't necessarily need to trade anyone to segue to a bright future.