I have to imagine it’s because most of their money comes from business customers who rely on windows and would have to spend tons of money to switch to something else or OEMs who are making new computers anyways who this won’t affect. There’s a reason windows upgrades have been free for a while, I don’t think they really care about getting money from people anymore, they’re just after money from businesses and OEMs.
That’s a fair strategy if you actually can organize with other people at your work to do things like that. But it still does rely on having enough stability to get fired and not end up homeless while getting a new job or trying to sue. Crowdfunding can work if you happen to get lucky and your story gets picked up by lots of people, but it can also reach no one and leave you with nothing. So at the end of the day it’s gonna come down to organizing, if only there was some kind of organized body of workers you could form to fight policies that are bad for people in general along with being bad for the workers.