Richard Olen Sommer II (born February 2, 1978) is an American actor, best known for his portrayal of Harry Crane on the AMC drama series Mad Men. He is also known for his roles in the comedy-drama films The Devil Wears Prada (2006), Celeste and Jesse Forever (2012), The Giant Mechanical Man (2012), and Hello, My Name Is Doris (2015).