Windows 2000
Windows Vista Windows 8
Trying every Linux distro under the sun for a little while in VirtualBox
Linux Mint + Windows 8 later 10 dual boot due to software required by school
Trying some Arch based systems in VirtualBox
My owm minimal Arch i3 setup + Windows 10 dual boot due to software required by school
Issues with my own setup, Manjaro + W10
Manjaro is weird, EndeavourOS + W10 (only for a short while)
Linux Mint just works (+W10, until I could fully use my own software, now it's just Mint for several years)
I'm tinkering around with NixOS in QEMU from time to time, not everything “just works” but it's okay