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Canada counts as the US for several national security purposes. There's a lot of cooperation to prevent this type of loophole.

When they had the cryptography restriction, I’m pretty sure it was still ok in Canada to export it. That’s why OpenBSD is based in Calgary.

OpenBSD is based in Calgary because Theo lives there.

Can you point to some of that cooperation or legislation regarding it, that sounds quite interesting.

It more likely has to do with NORAD.