Doesn't that only apply to phones supplemented by a contract? If so then it's the same as Amazon.com or Futureshop or anywhere else.
Since Wind doesn't do contracts and I don't think Mobilicity will either, though we don't know for sure yet, it would be a non-issue here.
Getting 3G on Rogers is only more useful if your carrier is Rogers. Even if the phone somehow supported 3G on Rogers as well as Wind's AWS, it would still only roam on the 2G GSM/Edge network. Personally, as I am very interested in switching to Wind (or possibly Mobilicity) I'm very happy to see a popular high-end phone on their network. If I were to switch any time soon it would be with an N1, I just don't want the hassle of importing.