Skipping the C64 years that don't really count... nor does Deskmate count on the Tandy systems we sold at the Shack.
DOS 3.x/5.x/6.x, Win 3.x, WFW 3.11, 95 OG then A B C, 98, ME (briefly but discovered 98 was better), 2K (thank you corp vol license), XP, 2K3 (thanks again, corp lic), Vista (only on 1 laptop that came with it), 7 (everywhere I could), 8.1 (again, on a diff laptop that came with it), Win 10. I see no reason/motivation to move to 11.
I probably lost some in the mix there. But usually every other Windows is good, and even those need service packs / updates to shine.