Windows has some of the best backwards compatibility around. Stuff from the 90s still works on Windows. Meanwhile macOS deprecated all 32 bit programs.

Yes and many of the major Linux distros have discontinued or plan to discontinue official 32-bit/multilib support. Why? A lot of 32-bit libraries have serious vulnerabilities that no one is fixing. Essentially most of the world has transitioned to 64-bit except for a few key areas that are still trying to run libraries that are decades old.

The kinds of things the post above complained about breaking on macOS—third-party software that messes with system internals in unsupported ways—also break frequently on Windows. To say nothing of the first-party breakage of Microsoft constantly moving around settings, re-enabling or re-installing annoyances you turned off, and removing your ability to easily get rid of them, and adding new ones behind your back.

Microsoft really only tries to preserve basic compatibility for well-behaved applications that aren't tightly integrated with any OS components or specific hardware/drivers and aren't doing anything that Microsoft disapproves of. Anything that strays outside those boundaries will run into trouble, and a lot of software ends up falling outside those boundaries even if it didn't really need to.

Both operating systems are pretty bad at letting you wield control over your own computer. But macOS doesn't try as hard to obscure the BS or obstruct your attempts to tame it, and macOS actually lets you refuse updates that you don't want.