Microsoft's draconian Windows 11 restrictions will send an estimated 240 million PCs to the landfill when Windows 10 hits end of life in 2025
tomshardware.com
Microsoft, doing it's part to make the world a better place.
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In my experience it is more like every few decades. There's still PCs running XP or even something more ancient. If a company swapped their systems during the whole "W10 is the only OS you'll ever need" period, then they might be fucked.
Obviously depends on the company but well run companies shouldn't have any problems unless they have very specialised machinery but those probably already run Win XP or some shit.
And no company should seriously expect free software support for the end of time.