Someone on Youtube calling himself TheRasteri, with some time on his hands took it upon himself to test the ability to upgrade Windows from 1.0 through to 7. Not all Windows versions were used, and in one case probably rightly so, can you guess which one was (probably purposely) skipped?
How many programs and settings could remain intact across almost twenty years of OS updates? You might be surprised, reports The Next Web.
Impressively, color settings for the desktop were kept right up to Windows 2000, after which they wouldn't stick.
If you have a spare ten minutes, it's well worth a watch, if only for the memories and the effort involved, which according to the video took hours!