There is an enormous difference in George's qualifications and Whitman's. I hope Josh is the Illinois AD -- some day. But we all know the success of our athletic department depends heavily on a successful football team. Josh oversees a D3 program that doesn't have a winning record during his time there. My hope is that he's successful enough to move to a Group of 5 program in a few years, and then has enough success to get a Big Ten opportunity.
There are no Power 5 ADs who moved into their current role directly from Division 3, and there's a reason for that. The route to Big Ten AD is generally either a) senior staff member (Goetz, Mason, Alvarez); b) AD at another D1 program (Smith, Phillips, Barta, Barbour, Anderson); c) alum, often times athlete who has had considerable business success (Brandon then Hackett at Mich, Glass, Burke).
So who might fit that criteria? Route A, only possibility I see is Mike Small and he says not now. Route B, George or Phillips if either is interested, Frazier, Bowen, or others; c) Lubin, may be others I can't think of.
If the new AD doesn't fit in to one of these 3 categories, I will be very surprised.