As someone who has had all 3, I'd rather *look* at the 1000, then the 2000, then 500. The 500 was my first Amiga but I never cared much for the form/look. Never had anything against the 2000, but I *love* the look of the 1000. As to which one I would rather *use*, probably the 1000 if I was just tinkering with nostalgia to see what you could get away with, but the 2000 would be the pick for practical use, so much easier to expand that machine to do whatever you like.