I don’t think the bottom of the meme suggests that dropping support for old versions is inherently bad. It’s part of a larger image; in combination with the other screenshots it suggests people being forced to have Recall/other Win11 enshittification.

Fuuuuck there goes my plan to get this monkey to write Hamlet within the lifetime of the universe…

I don’t think the issue is dropping support, but the ridiculous requirements to upgrade to Win11, plus the fact that more recent Windows have serious enshittification that means users don’t want to upgrade in the first place.