I'm also a little surprised no one has yet (AFAIK) done the "viral indie release to Youtube" path. I feel like it's sitting there waiting to be exploited.
So much content not making money / available ANYWHERE.
I assume, that maybe the amount of difficulty in terms of getting permission is too high to bother so nobody does?
The problem is once the rights for a title end up in a library, the accessibility considerations operate at the library level, not the title level. So if some company owns the rights to "n" titles en masse, they're negotiating for the distribution rights to that library.
You can't really pull a Taylor Swift or Def Leppard "re-record for rights" move with movies.
UPDATE: Happy to be wrong about my cited example.. Thanks @andsoitis !