Until I read the story about how Steve Jobs was mad about the fact that Mac was slow to start and asked teams to fix it. Surprise, they fixed it.
And it's not like nobody could say anything at Microsoft. Someone on HN posted this email (originally from a different website):
https://www.techemails.com/p/bill-gates-tries-to-install-mov...
However, my guess is that this email got nowhere, because the experience of using Windows isn't so different decades later.
What this means is that 1) Microsoft is first and foremost a business oriented company, and what matters to them most is feature set, compatibility, support etc. As long as things mostly work, it's fine. Usability is at the bottom of the list. 2) Windows is just not important to Microsoft any more.
I bet that Satya Nadella has grumbles about bugs and ads in Windows 11, and likely has run into this specific bug first hand. But when he decides that "ads revenue trumps everything" and "these are just small bugs that don't really matter", he immediately forgets about it all.