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With my first Rolex, I got asked where I purchased it etc .
Being an accountant, I actually had a copy of the receipt with me.
Since then, it looks well worn so I'm not as concerned about it anymore.
BUT, I will take a receipt with me if I take my new one.
Our Auto Boarder crossings can be miserable.
We have been "randomly" chosen for a "review" ( Ie dogs in the car, lift the floormats, trunk, hood. door panels, glove box. All except the "cavity search")
Maybe It's our famous "BC BUD" that they are looking for ( BC - Washington) boarders.
I have not had any issues via AIR, Just the road crossing guards.
The Boarder dudes here collect the 14 or 15% tax.
If you do declare at the boarder, the CDN Import tax on the watch is 5% plus the 15%HST.
Just my experiences
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