Wisconsin went after someone for tampering I think (Miami?).
I'm talking about anyone who wants to be a player on the NIL recruitment stage. You have a choice as the school, you can say
we pay market rate and give market optionality to you (not restricted)
or
we pay above market rate because we restrict your optionality
Good fucking luck on trying to sell market rate with restricted optionality
so unless the market starts restricting optionality across the board, you are going to be at a disadvantage if you do it first (or even early)
EDIT
and by the way if UW doesn't have specific language in the NIL deal linking portal entry to financial penalty or some kind of a "good standing " clause they don't have much firm legal ground to stand on.
If they do have a clawback clause, he should just need to pay it and then they have to let him enter the portal.
I don't think any school wants to be the test case for limiting a players freedom via a portal denial.