His point is not about what we should do, it's about what we should
aspire to. He's criticizing a video showing a Vision Of The Future, not the current status.
> shit on the entire idea of the iPad
That's not at all what he's doing. He's saying the iPad was the Vision of the Future in 1968. Now the iPad is here. It's no longer part of the Future, and we should stop talking about it as if it is, because we need to reach beyond it.
> I don't think you should get points for saying "we should do this impossible thing, that would be better."
When the other contenders at visionaries are saying "we should do this thing that has already been done", saying "we should do this impossible thing" is worthwhile.