The ultimate “miss” was Tom Brady, who wasn’t even a starter for most of his tenure at Michigan, and was selected with pick #199, a compensatory pick, in the sixth round of the 2000 NFL Draft.
Brady was behind Brian Griese most of the time at Michigan.
Coach B picked Brady because he was the best player available at that point in the 6th round. He didn’t need a QB and had no inkling of how good Brady would be.
Coach B did trade up from the seventh round because he said sometimes you get a good player in the sixth but almost never in the seventh. I guess he was right.