Salary wise, I think the only way you can even remotely make TMIII work is if you send out Vassell for him (and it still becomes a problem in his last year which is the first year of Castle's extension), in which case I'm not sure how much of an upgrade you've really made... you've really just traded Vassell for a taller version of Vassell... and at what cost?
As the Founding Member of the TMIII2SA Community Organization, I hate that I have to be such a downer on him at this stage.
I'm going to throw this out there, not as a real suggestion but just a conversation starter for a potential "all-in" move. I made this a 3-way trade for simplicity but it could be two separate trades.
I just threw a bunch of picks on here to illustrate the point... those could be reworked. Send CB to one of these teams if you want.
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