Crossposting:
For the Cavs to have raised this issue, I think one of four things has to be true:
1) The Cavs didn't properly review the medicals that the Celtics sent over and discovered something during the physical that made them nervous, or their doctors disagree with the consensus.
2) The Cavs feel like they can use this situation to extort more assets from the Celts
3) The Cavs are waffling on trading Kyrie
4) The Celtics either didn't send complete medicals or somehow were otherwise deceptive on this issue
1, 2, and 3 are bad looks for the Cavs in GM circles (1 slightly less so). 4 is obviously a really, really bad look for the Celtics that would probably prompt punitive measures.
I don't see why it's harder for IT to come back to Boston than Kyrie go back to whatever the hell is happening in Cleveland this summer.
Also, if the Cavs get only a broken down IT, Crowder, and future picks for Kyrie, that's a disaster in LeBron's last year. Getting a ready fill in for Kyrie THIS year was a huge part of the deal.