If experience gets bad enough then people will look for alternatives. IE was something like 90% of the market share at one point and then it lost it fairly rapidly.

Not sure if software enshittification really makes people switch. I wish they would but I'm not convinced. I'd say the windows freefall started after windows 7:

8 was universally agreed to be complete horseshit because they were trying to make it work for both, touch and keyboard/mouse, which obviously failed.

10 felt like a sponsored-by-ads freemium cheap spyware, adding even more inconsistencies with these different system settings windows, adding cortana which literally not a single person on earth wanted to use but was hard to disable/remove and embracing the microsoft store which is the most cursed shithole of all (including google playstore which is already bad enough).

11 Is just like 10 but takes away essential settings, making every professional users workflow 40% slower for no reason.

Win7 also had issues, but it felt much more usable for professional use. Also much less bloated with bullcrap nobody ever asked for (preinstalled candycrush anyone?). So for me that was clearly peak windows. Obviously, every half-decent linux distro was at least as good, many were better even from a pure users perspective. After that, linux desktops got better and windows got worse. Nowadays its no competition if you ask me. But still, few people swicht from the pre-installed OS...