Are deliveries of new iPhones not insured? If they are, I'd think it's the insurance company's problem. I suppose they will claim they have a photo of the package on your doorstep but if a porch pirate gets to it first do they not cover that?
Insurance companies don't really turn your problems into their problems.
It's easier to think of them turning _risks_ of occasional large losses into a steady constant flow of losses.
Whatever level of verification you pick, an insurance company can give you a quote. If you want to implement a very lax policy (without even a photo of the package on the doorstep), the insurance company will charge you an arm and a leg for coverage.
If you pick a more robust system, the insurance will become cheaper.
OK, but if the delivery is covered, with a "photo on the doorstep" level of proof, and the recipient claims they did not receive it, do they (insurance) pay for the loss or is it going to be an argument?
That depends on the policy. But you are right that my analysis only really applies for repeat players.
So if you have two insurance providers with the same written down policies, but one provider A usually pays out, and the other B fights it tooth and nail, then provider A has an easier time selling their services for a higher price. Reputation matters.
Thus in the end (assuming some competition) the actual policies as implemented matter more than what's written down.