Percy writes:
The moves from Windows 95 to Windows XP, and then from Windows XP to Windows 7, were both excruciatingly painful.
I move to a new operating system when my computer dies and I buy another used one (whatever OS it has).
I re-download and re-install any software that I'm still using, which is about the only updating I do. Any important data is backed up on an external hard drive.
I currently use Windows 7 at the library and Windows 98, XP and Vista at home. I also have a Vic-20 that runs.