if you get 2 remotes, you will most likely have a lot of control. I am going to get myself the ZERO as well, as I want more control than I already have, and live I think its going to be an asset for me.
Currently Cubase, Pro Tools, Sonar, Reason, Ableton and Logic are automap, and they constantly update the automaps I think its good if you buy the keyboard version to start with, and play around with it and get a feel. When you get a hang of it, you buy the ZERO or another keyboard, depending on what you want to do (I do however not see a reason to have 2 keyboard versions)