Yes, I think it's going to be a real pain. I have several computers which will need to be updated. I have a PDA as does my wife, both of which will need updates. I'm assuming that I'll be able to download updates from the respective operating system vendors.
Worse yet, the US government is doing this on its own. If the other North and South American countries choose not to follow along, or some do and some don't, then it's going to make things difficult for awhile, particularly for shipping/travel companies.