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Most retailers and every institution will ask for a certificate of insurance before your first delivery, at limits they specify, naming them as an additional insured. It is a gate rather than a negotiation, and the policy usually has to be bought before it can be evidenced.
Different buyers ask for different combinations, but these are the ones that appear in vendor agreements.
Naming a buyer as an additional insured extends your policy to cover them for claims arising from your product. It is not the same as sending them a copy of your certificate, it usually requires an endorsement, and insurers charge for it.
A carrier's statutory liability is typically capped by weight and can be far below the value of what you shipped. A full-value claim against a limited liability leaves the difference with whoever owned the goods — which, depending on the Incoterm, is you.
Cover renews annually and a buyer's system will flag a lapsed certificate before your calendar does. The lapse itself is rarely the problem; discovering it when a delivery is refused is.