I think you kind of made my point for me with your post. You don't want a moral judgement, you want a legal one. Well I'm willing to bet that some of the original software you sold was licensed to you to use. By you selling it you were illegally transferring the license. That is ignoring the law just as much as someone downloading an illegal copy. Either way it takes a sale away from the original publisher. Laws were broken both ways. You made your own moral judgement that one was OK to do and the other wasn't.
You also made my point when you stated that you got good prices for the programs you sold. Most people do want to own a "legal" version of the software and are willing to pay for it. Also many people acquire illegal games, try them out and like them, and then try to acquire an original.
It really boils down to eliminating the ability to acquire a large amount of the software for the Amiga from present and future hobbiests. This won't help the community grow and prosper, it will kill it.