If you are asking strictly about the difference between Canada and the US in this regard (as opposed to comparing other countries too) I would say for certain it's "easier" in Canada. By that I mean that the environement in Canada is more understanding, or aware, of that fact that are other jurisdictions in the world (ICAO, JAA, etc). The US, being the US, more often does things their own way, as opposed to forms, standards, practices, regulations, etc that are more internationally compatible.
And, perhaps more importantly, Canadians are more apt to speak English in a way that you can understand.
