First, in the difference between Brewster and PJ Fleck... Fleck hit one out of the park on hiring Rossi as DC. That hire may have saved his ass. He's whiffed a bit on his OC hires. Brewster... he never was able to put together a decent staff, and he was shown the door.
Also, even though Fleck has been bringing in some talent through the portal, the Gophers have lost quite a bit of talent. Because of that, Fleck & Co. are relying on some very inexperienced freshmen who shouldn't be shouldering the responsibilities that they've been tasked with.
Did you see Michigan's O-line...? How many transfers did they have starting? It was a lot of 'em. Fleck is going to have to be more aggresive with the portal... it is the way college football works these days.
That leads to NIL... The Gophers don't have the $$$$ to compete with the Michigan's of the college football world. Maybe some of the grassroots stuff will keep the program afloat, but it's going to take more to get PJ rowing with the big boys. Can they somehow get some corporate backing in this town? I dunno... but if they don't, the Gophers are going to have to settle for losing high-level recruits to schools with deeper pockets (unless PJ gets the kids and their parents to drink the kool-aid, so to speak. It has worked with some, but the players who are just looking for a stepping stone to the NFL will look elsewhere for a paycheck.)