You don't stress about Windows updates? Hard to believe it.
I actually just tried WINE for the FIRST time (surprisingly, I have been out of the Windows world for so long)
And as long as I installed the binaries from their repo, not Debian 12, it worked very well
Wine is an impressive project too. It's not a VM, which has upsides and downsides, but I was able to run GCC-TDM, Python 3, and git bash in it!
So for me, updates practically doesn't affect my workflow at all.
My setup/config has NOTHING special usually - got laptop(s), start bundled Windows (10/11) Pro, run "reset this PC" to ensure fresh like install, use for several years. No magical steps involved or whatever "bloatware cleanup" people do.