I understand Cutch's decision to go with the 442 as a Ferguson side. The problem is that it's flawed, always was, no matter how entertaining to watch it has been. It's probably pointless to argue against it on a United forum, but the '99 treble winning side simply wasn't that great unless you overrate the whole winning mentality stuff and believe that luck doesn't exist in football at all. It's a great story how often the team managed to get last minute wins, but it also shows that the team didn't ever get close to dominate in the champions league. And it was exactly the kind of highly entertaining attacking team, that Cappello's Milan excelled against. There also is no coming back against Cappello's Milan at their peak, that backline simply didn't let you get back into the game once they scored and they will score.
The 433ish shaped '08 side is in my opinion easily the best United side Ferguson built. It also gets the best out of the best player on the pitch, which is questionable here, and is way better suited to face EAP's team. The romantic in me loves that Cutch went for this team instead, but in a one-off knockout match, there's sadly only one winner.