From a Canadian, i can tell you that most of the used vehicles we have here (late model) have been getting shipped to the US for awhile now. There are a ton of brokers who do that now because there is big profit to be made with the exchange and with the US demand. I would think finding some help shouldnt be too much of an issue.
hopefully a memeber here can help inspect the car for you. I would help but Manitoba is very far from where i am in Ontario.
Good luck! I am sure if its the right car, things will fall into place for you.
