Legacy Update: Fix Windows Update on Windows XP, Vista, Server 2008, 2003, 2000
I could see staying with Windows 7. That was the best version Microsoft ever made. Microsoft finally figured out how to make it stable, and it didn't have all the ad and cloud crap nailed in. You can run current Firefox, current Thunderbird, and current LibreOffice, which covers the basics. Most Windows software still works.