Maybe there's a tiny exception with like, Apple for Adobe. They might place a phone call between executives to warn them to avoid angering the "pros" who use those apps, but I think it's more because their users internally who also use Adobe apps would notice in the course of testing the betas, than a practice of testing many apps with the intent to ensure they work correctly.
To me what this feels like is that Microsoft's culture to this day considers it would be a breach of trust to ship an OS update that, from your perspective breaks your programs that used to work fine. Compared to the approach everywhere else today that the platform owner simply dictates How Things Will Be Now.