Yikes! This was a hard one to do! In the photo, this gentleman was strongly lit from the side causing him to squint in the bright sun. He also has very deep-set eyes with relatively dark skin resulting in the effect of dark circles around the eyes when he squints. I went back and forth with various levels of pigment and line-work around the eyes. I finally decided I'd done enough and it was time to move on. I will likely try this one again sometime, but not today.
I am a painter living in Vermont. I've been painting for about 20 years learning as I go along. In the last couple of years I've been learning a bunch of new painting techniques and experimenting with new subject matter.