Hi Hugo:
Welcome to the HUBB community.
I've shipped my motorcycles (Honda ST 1100, ST 1300) back and forth between Canada and Europe numerous times. Based on my experience, I don't think the economics make sense for you to ship your Tenere to Los Angeles.
Air freight charges for a motorcycle roughly correspond to the price of a full-fare economy passenger ticket on the same route. But shipping in and out of the USA introduces headaches that don't exist when shipping Canada-Europe. The Americans are scared of everything, and the difficulties you would have to go through at the American airports would be burdensome.
Given that you have a brother in the USA, and hence the ability to have someone register and plate a moto you purchase in the USA in their name, it would probably be a lot less expensive - and certainly a lot more trouble-free - to just buy a bike in the USA and have your brother register and plate it there. You could then have him make up a notarized document giving you permission to ride it if you head south out of the USA.
If you want to explore shipping further, call the folks at Mototouring in Milan ( https://mototouring.com/) - chances are they have some knowledge about Italy - North America shipping.
Michael
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