Crossing the border for that purpose would be a headache, unless he was trashing his old tires and not buying new wheels. If you dare to declare that you did business you'll be slapped with a US import tax on the way back and be double taxed both in Ontario and whatever location you import it to back in the states.
One thing Canada does have is a significantly different trade policy, so there are a number of cheap import snow tires that don't exist south of the border... While costs are generally higher in Canada, they aren't if you buy discount imports. I've never done it just because I don't usually throw my tires away, and I wouldn't be caught dead bringing expensive goods across the border just to be inspected, wait 30 mins or an hour (or more) for the processing. Too much of a hassle.
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