Jason Seiler is a talented caricature artist who also freelances in illustration, drawing and painting for magazines, books, and private commissions. He also teaches “advanced caricature” classes for http://www.schoolism.com/
Here’s a little info about his Obama caricature.
“This is an Obama illustration that I painted quite a while ago for The Weekly Standard but wasn’t able to share it until now . . . I had a lot of fun working on this one. I had less than two days to turn this one around.”