I use Linux, MacOS and Windows and I am generally happier with Linux and Windows for navigating around but if there are annoyances that still haven't been fixed after 20 years on Windows, they are:

1) Paying for a licence and still being treated like a marketing target

2) Windows update is ridiculously slow end-to-end and takes a whole morning once per month to update our platform machines (even though we are 80% Linux)

3) Search is really, really, really bad. I mean honestly, search for a program and it might take 10 seconds to load a result if it loads anything at all. Partial matches? Nope. This has never worked on any of my windows 7-11 machines and has never been fixed.

4) The whole "reinstall Windows" attitude at Microsoft Support if they cannot work out why something isn't working

5) The half-arsed attempts to harmoize the UI which just leads to weirdisms like network in 3 different places, remote desktop still in a windows 32 bit dialog, and the fact that things got renamed and moved with every major release for what can only be assumed to be a shit reason breaking muscle memory for 1000s of people.

6) Not having the Virt IO drivers included in the base windows installer.

I think that is enough for now!