More broadly, I think that OSX has been moving backwards while Windows has been moving forwards. It's purely subjective, but I think that OSX has an increasing number of nasty and persistent bugs. Windows is an inherently more complex platform, but Microsoft just seem to care more about software quality and the developer experience. VS Code is emblematic of what's happening within Microsoft - it's the best new text editor in recent years, it's freely licensed in full and the dev team are highly responsive to feedback and bug reports.
Windows is still occasionally quite annoying and has gained a few new annoyances with the move towards touch, but the proportion of stuff that Just Works seems to improve with every major update. My current dev machine has been running Windows 10 since launch without a reinstall or a BSOD. I'd probably be running Ubuntu if I didn't need a few key pieces of proprietary software, but using Windows really isn't much of a hardship. I loathed XP and 7, but I cheerfully tolerate Windows 10. It's not my dream OS, but it has never ruined my day.