You are probably aware there is no direct migration path to Windows 7, so there's that whole data backup thing you need to be concerned about. I went from XP to W7 this summer with a new machine. Still working out the kinks. I had to install a new driver for my R2400 this week (told you it was a process) and will try to get it working this weekend. My fellow IT geeks advise me to avoid Windows 8 because it's supposed to be MS "universal" OS and will look the same to any device. I'm not sure I'm ready for touch screen photo shop.