ReSTored
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I cross the Canadian/American border almost on a weekly basis. With a modular helmet and a dark shield on it, I put up the shield well in advance of the crossing. Once in a while, the border patrol will ask me to take off my prescription glasses if it's sunny out and they go progressively tinted. Never have I had to take off my helmet.
I have a Nexus card and use a dedicated lane to cross the border both ways and for me it's 50/50 as to being asked to remove my helmet by US agent. I have a Symax modular helmet and always flip it up and remove sunglasses. US guy pointed to a camera in his kiosk and told me they are now using facial recognition software and the helmet can interfere with this. Nexus cards have a photo and the application process captures your fingerprints and an iris scan as well for airport use.
A small convenience store near my cottage had a sign telling motorcyclists to remove their helmet and if you went into the store with your helmet on the owner would assume that were there to rob him. Consequences weren't indicated, but I kind of assumed you'd get to see his rifle or shotgun if you stupid enough to disregard his instructions or were unlucky and never saw the sign.