I don't really see how offering NIL money to transfers (if even true of course) qualifies as "helicopter parenting"...
How can it be "somewhat worse," but within the rules? LOL. It's nowhere near as bad as the Varsity Blues stuff, which clearly was not within the rules. And honestly I doubt the kid was like "can you get Michigan a 2nd place trophy as my birthday present this year?" They're likely just doing it on their own because they want to support the team.
But yes, marginal walk-on athletes with rich parents could be highly sought after commodities. I'd argue they already were in order to solicit donations for the school anyway though. But sure with NIL there is added incentive.