My last word...really!
Bart Lindstrom has often advised to start by making the value of the background the same as the shadow value of the face. It's just a starting point, a possible way in.
Peggy B has a really thorough discussion of background values, under Conceptualizing the Portrait: Baumgaertner Value-massing Lecture. Anyone would be advised to read it.
Good luck!
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"The dream drives the action."
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