I would tell him he needs to come get it. You are basically importing a car to Canada, which is a PITA. IIRC it may need to be left at the border and may have to have daytime running lights installed.
The boarder agents surprisingly know little about importing and exporting vehicles. My friend brought a car back to the US and it was a headache. He called customs and they referred him to a private importer because they were not sure what he needed to do. He then called back and verified the info with them and they said he was all set. He picks up the car, comes to the boarder, and then they tell him he does not have the right paperwork and tell him to turn around and bring the car back to Canada. After he argued that he did they checked with someone else and then said that he was good to go.