How about we separate the WoWs from the columns. Then we always have two columns and the screen looks simpler. People could pick the WoWs from a drop down lists (as shown here) or I could make litte rectangles with an icon for each WoW.
The right hand column is color-coded to indicate whether the setting is inherited from a "higher" screen or whether it was set on this one.
Edit: red could be used to indicate ambiguity, but if the user ignores red, the program would use the "left-first" rule described above.
Edit: By the way, for peope who are thinking this is too complicated, this screen is all that most users need to look at.
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