I've bought, sold, traded and reclaimed so many Amiga's throughout the years that I've hardly ever been without. The only thing I really regret Amiga wise is having gotten away from the platform in the early 90's. I had an A1200 with an external HD at the time, but the thing was something of a money pit back then and loaded, more capable PC's were so much cheaper. In retrospect, it would have been nice to have stuck with the Amiga throughout the 90's. I might have had a better appreciation for OS3.5, OS3.9 and the computers capabilities comparatively.
Didn't really get back into Amiga until about 2000, when I landed (2) A1200's for $80 shipped. One even had an 030 accelerator card and a hard drive chock full of WHDLoad stuff which totally got me back into 'em
The only system I never reclaimed though was a CD32. Would be nice to have one of those again someday.
