This was for a very patient fellow named Steve Gettis. He has a sharp little gallery of literary-type faces drawn by mostly funny-book type artists. You can see it here.
I started with a loose pencil and sharpie sketch, then drew on a sheet of gray matt board with black, gray and white pencils. Then I finished it off with some watered down black gouache. Finally, I used a big sable brush loaded with black ink for the hair.