i'm not sure of your workflow. why not enter the chords direct in RB? i don't use scaler so i'm not sure what advantages it might give you but if you know the chord progression you can enter it direct - same as creating a song in BIAB.

as to chords in the tracks window i don't think its possible - the two windows are separate. maybe windows will allow you to display them side by side or on top of each other.

i'm also not sure why you need the two at the same time. can you give us a bit more detail of what you are trying to do? there are some real RB power users who might be able to help.