So in theory, NIL deals are supposed to be business agreements, not just charity/gifts... the paying entity is paying to utilize the athlete's name/image/likeness. I wonder how often the paying entity lists the NIL cost as a business expense for tax purposes? If that's happening (and maybe it's not), then I wonder if the IRS will start looking for wildly out of balance cost/benefit ratios... like will they allow a business to claim a $1mil NIL payment as a legit business expense if they can't show anywhere close to that in value of return. Granted, there tends to be a fair amount of leeway given for folks to make crappy unbalanced deals, but if it becomes obvious that it's really a wilful shell game, then maybe it gets clamped down a bit.