Watch Josh Weltman, co-producer of Mad Men and author of Seducing Strangers, draw Don Draper.
From Weltman's Medium post:
I read Matt Weiner's script for Mad Men before he filmed it. And because Matt is such a descriptive writer, I knew exactly what to expect when I saw the finished pilot: the smoke, the IBM typewriters — it was all there. I knew what Peggy would look like. I recognized Pete, Roger, and Midge. Matt had put it all on the page and realized it completely.
The only thing I couldn't picture in my mind's eye after reading that first script was Don Draper's face — which was odd, considering the vivid writing and how well I knew advertising creative directors.
"How To Draw Don Draper" (Medium)