Just took the picture of him (the actual picture too!) and took a red lining tip (in MS Paint) and just outlined the different shaded parts of his face. Following the natural outline. Then I picked out facial colors remembering some of the full color shots of Richard. For his hair I simply blanked it out completely, and then took it into Photoshop and did light chalk in four shades of black: Black, dark gray, light gray, then almost white.
All together it took me about....I'd say 2 hours do that small picture.