I'm gonna retract my previous opinion and say this might be possible:
2011 (she's not real)
2018 (K/DA, most people, including me, know the virtual characters by name and not the real artists)
Still requires human input though for creating the music and shows.
If we removed humans entirely from the road and created a VANET (think LAN but across the road), we would be 100% automated by now. The tech is already there; it's the lobbying and people wanting money. China might be the first to do this because they don't care about outside economies I think.
The rest are more grey for sure.