I can't imagine this would go over peacefully. What would a school adminstrator in Maine - the one who just got all those iBooks for the kids, do with Windows Upgrades? It seems that they couldn't be expected to pay for part of that since, it would be my guess, that most of the machines in that district would be Macs, not PCs.
But not only that, they do have the Microsoft Office package, so it would be applicable for Macs, but to make the assumption that all machines would be equiped is ludicrous. Now, given how easy it is to copy Office on to multiple machines and use bogus product reg. #s, I could see why they'd want to 'insure' that they're getting all the registrations payed for. But why not put a better registration system into effect, copy protect or somesuch thing.
If I'm running Photoshop on my network at work and open up the same Photoshop reg# on my old computer, it says its already open and I can't run it. How hard would it be to implement this for M$ Office? A much better option than having to force it all down someone throat!