Hi Michael,
Chris and Linda has some great tips and insight of how they work.
Having drawing from photographs all my life, I also had the problem of translating 3D life to 2D, too. I began to draw from life when I went to university and college. It took some time getting use to but it really helps. Practice and lots of them. Now, I am very fortunate that my work place gives us Life drawing sessions once a week. It really keeps everybody's draughtmanship in tune.
I went to a Michael John Angel 2 day seminar and he mentioned that one has to see the 3D subject as a flat 2D, simplify and measure. Then you go over the drawing each time adding more details.
My critique of your drawing is that the contour lines might be too uniform. It flattens or loses the volume/ shape of the face. I think darkening the background could make some invisible edges.
I hope this helps.
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