Jordan,
I had a similar experience only in reverse. My SL came to me from Canada. The only issue is Customs at the Border and the 2% premium that had to be paid.
Of course then to register the vehicle I had to pay Sales tax on the purchase price, so I got hosed twice by the Great State of New York.
I am not quite sure how it will work in reverse.
The transaction did start with a Temporary tag from Ontario that allowed the car to transported, Duty paid at the boarder then two trips minimum to the Department of Motor Vehicles (They never ever allow you out of there clean the first time. You are always missing something, even if your sure you are not) to have the vehicle titled in your name. The customs certificate is a key document to protect with your life.
Good Luck
Tony