Originally Posted by BoldlyDubious
This is a key issue. The fine should be large enough to hurt, but not so large as to terrorize people into adopting a "trust no one!" lifestyle. I am thinking along the lines of "30-50 times the price of the illegally uploaded file".
It's interesting that you use the word "liberate", because it seems to confirm what I think: that today's setup is perceived as so unfair that some people illegally distribute media to "fight" it. Well, with a fair copy-protection scheme (of which mine is only a tentative example) these people would stop.
So, it's about a fine of 300. If that is per book then for heavy readers you can easily multiply that by a couple of thousand, if it isn't per book then after someone has been fined then they can do whatever they want and upload their books with impunity.
I'm afraid it's not workable from a legal perspective.