What's the longest you've gone before upgrading computers? Mine was a very early 90s Dell 386 (before the tilted E logo) to a '99 500mhz Compaq Presario. So about 8 years. Addendum: Also include the computer you currently actively use which you've owned the longest: In 2002 I bought a PowerBook Duo 2300c, which I still use almost daily. It has survived lots of equipment changes to my main system (G3 tower to G3 PowerBook to G4 PowerBook to G4 Tower to G4 PowerBook to mac pro). So five years.