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If this is the case, why bother putting the upgrade behind the "assistive technologies users only" fig leaf? It's going to scare away some number of honest people from upgrading. If your goal is to upgrade the maximum number of devices, wouldn't you want to make the upgrade obviously free for everybody?

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It already is - if you enter a Windows 7 key during installation of Windows 10 it works without any issues. The only problem is that it's completely non-obvious to the final user, MS is not advertising this anywhere as far as I know.

Many users do not have they key, since the OEMs stopped gluing the labels on the machines. They have only a SLIC entry in the firmware, so that's an additional hurdle.

Probably to keep up the illusion of the story that people think it's worth paying for Windows upgrades.

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