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Last time I did this was for a 356 15yrs ago... Went like this - flew to Vancouver island, declared I was carrying $$$ over 10K and why (at the time 356s were not expensive). Bought the car, did papers, got one day insurance at the same place / temp plate (was it at a bank?I can't recall, seller will know).
Drove to the US border, stopped to declare the car, filled a few forms, done. I could have had all sorts of contraband in there, nobody checked because the car was so cool ;-) Put the car on a transport in Seattle. Was a very cool trip, best part was driving a 356A in pitch black darkness on the freeway betwen vancouver and seattle, and "testing' the highbeams at 70 mph, which shut down the lights entirely.... underwear moment, i could not even see my hood, lights came back after taking high beams off...
Not sure which is best - don't know how you'd proceed if the seller drives the car to the US, I liked that the border folks took care of it on the spot - and it was pretty late too. I'm sure it works fine both ways...
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