I would phrase this differently.
IT clearly sees himself as someone who deserves a full max deal, and will expect the C's to offer him that. Ainge almost certainly will want to see what the market will bear, and will want to pay IT accordingly. There is a pretty big expectations gap here and that usually causes problems.
Ultimately, IT is the one who will decide whether this works out. Will he investigate the market discretely then negotiate a deal with Ainge based on the market, or will he get angry at the C's, look for a better deal, and sign with someone else without talking to the C's last. It will end up being up to him, but this could become a problem.