A question for any readers.

So Im drawing characters and props from the movie Sorcerer. The image on the left is Roy Scheider playing a character named Scanlon. The image on the right is a WIP copy Im tring to do by eyeball and maybe a little super imposing and tracing, though im trying to avoid that as much as possible.

Im trying to decide if it works better to have his faced shaded very flat under the brim of his hat or more rendered. Do shadows stack, or flatten out? Any opinions on that or other constructive crits would be very welcome.