I disagree. Outdated and thus soon malware-ridden systems are a threat to all systems connected directly or indirectly to them, so users are obliged either to keep their systems clean and up-to-date. Either themselves or through experts, or through automated servicing.
Much like how cars must be serviced in regular intervals if they are to be operated on shared infrastructure (roads).
Well, that's a reasonable point of view, but it's not Microsoft's job to make it happen. I could see a reasonable case for the idea that people should be held liable for hosting malware on their computers, and that failing to patch security holes could have some kind of secondary liability consequences. If that were the law, it might well make sense for Microsoft to offer upgrade contracts as a form of insurance. Refusing to accept an upgrade would then reasonably terminate the insurance agreement, and it would now be your job to keep your machine safe. Most people wouldn't be up for that and would probably opt to upgrade instead.
But that is not the world we live in, and those are not the rules in play, and even if they were, forcibly updating people's machines against their wishes would not be the solution.
Except MS is the one who cops the blame, the negative PR and the reputation of being insecure when malware runs rife across old Windows systems that weren't patched for years.
There's literally no way they can win this. If they force updates they're evil for rebooting PCs. If they don't, users don't update because it's always inconvenient and then they blame MS on malware.
There is a difference between regular mandated services and waking up one morning to find they have replaced my much loved (and customized) Mercedes with a bloody Skoda.
