I wouldn’t ever declare to UPS or FedEx counters that I’m shipping a 5 figure watch. That’s how packages are targeted, it doesn’t matter if it’s insured. Most of the stories that you read about packages being stolen is someone is made aware of the value of the package (such as front desk UPS/FedEx employees)
The best way to go is through a third party insurance where you can print the label at your own home, pack your own box without anyone knowing what’s inside, and simply dropping it off of the store without a word of its contents or value.
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