I don't think that we'll ever have copyright that makes sense though. The edge cases just push too hard.
That and the fact that most of human progress (technical and cultural) is the result of creating derivative works or combining multiple works to create synergies. So how we do things as a species runs into direct conflict with the whole notion of ownership of non-physical objects.
Another problem (I think) comes from the belief of many that personal creativity is a finite resource. That you only have so many pictures or songs or whatever in you - and once they're made pubic, you're somehow "used up." So that's one motivation behind the desire of many to milk every possible penny from everything they do for as long as possible.
I also think the other motivator is that many people simply don't like to work at their art. And don't plan on doing it any longer than absolutely necessary. They want the brass ring - that one song or book or photo that hits the jackpot and sets them up for life.
It's almost like that same short-sighted venture capital goal of an early "cash-out" has come to the art and creative world. That mindset has hurt business. Because there's no longer a long-term goal to actually build sustainable business. Just to get them to where they can be sold. Then, take the money and move on.
Now we have people that call themselves "artists" or "creatives" that have no intention of pursuing a lifetime career in their art for. They're looking for that one thing they can sell over and over so they won't have to work at it any more. Thank goodness they have increasingly insane IP laws and arguments to help them along.
To my mind, our biggest problem with IP is that, in order to have a fair and workable copyright law, we need to apply common sense. And laws and the legal system generally aren't about common sense. They're about complex definitions and tortuous semantic arguments. And an entire professional industry and branch of the government has been built upon it. And they employ tens of thousands of clever well-heeled individuals whose very livelihood is dependent upon things remaining the way they are.
I don't have much hope.