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There are also automated ways for them to know updates are working. Apple updates will phone home upon completion and before an update begins to keep tabs on the progress. This is how Apple knows how many devices are on the latest version and the pace in which devices are updating.How would they know if the OTA update broke something in your car?
It is a software update, does Microsoft know if one of their updates screws something up on your computer?
They can't possibly make everyone's update go perfectly.
Furthermore, there have been times where during an update some rollouts are tested and revered, to see what type of completion or failure rates they can expect.
So there are definitely ways, and most of us (End users) will never really know what process they have.
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