The benefit of removing an analog audio output is that you can control what sort of device may play some audio. I am not looking forward to the new world of music DRM.
In theory, yes, it's trivial. But it's not trivial to 99.9% of people that listen to music.
Also, I don't think it will be about preventing the re-recording of the music. Nobody wants to keep a music library anymore, just as nobody keeps a movie library. Is the music industry really losing money to "pirates" anymore?
The DRM will be used to control which devices you can listen to music on. As Jay-Z's last album was only available on his streaming service, I predict that the next gimmick will be that you can only listen on his headphones.