They got into the playoffs with Peter Chiarelli as GM before Holland came to town, so yeah, you're kinda right in that if he can do it, practically any competent GM could (which I don't think Chiarelli is anymore). It's notable the Oilers did not keep Holland around in spite of making it to the finals.
I wouldn't mind seeing Holland take over for the Isles. Maybe the Wings can trade some castoffs there before Holland leaves them in a cap crunch.
(requisite disclaimer that I appreciate Holland's work 20 years ago and prior in helping the Wings build a successful franchise, but the dude has lost his touch and should just retire).