So I tried to draw in the areas of the shadow before going in and painting. I think the problem with that is that it takes up to much time for a thirty minute drawing so while I don't think I'll be doing that for these poses I think it could come in handy on longer drawings.

Started painting over the lines here. Focusing on the suit and the skin first. I also refined some areas of her face and painted her eyes. Next will be the hair followed by the various background elements.