Sommer was born in Toledo, Ohio, and raised in Stillwater, Minnesota, where he was educated at Oakland Junior High School and Stillwater Area High School. He then went on to attend Concordia College in Moorhead, Minnesota, where he majored in theater and sang in The Concordia Choir. Sommer studied improvisation at the Brave New Workshop in Minneapolis, and started an improv group, the Slush Puppies, in Moorhead. In 2004, he received his Master of Fine Arts in acting from Case Western Reserve University in Cleveland, Ohio. Sommer returned to the school in 2006 to teach icebreakers to law students, and again in 2008 to do an improv workshop with undergraduate theatre students.\n', '

Sommer\'s most notable film role to date is as Anne Hathaway\'s friend Doug in the 2006 film The Devil Wears Prada. He has appeared in commercials for companies such as Bud Light, Dairy Queen, Nextel, and Sprint.\n', '

From 2007 until its ending in 2015, Sommer maintained a regular role on AMC\'s period drama series Mad Men as Harry Crane, a media buyer who becomes head of the television department in a 1960s Madison Avenue ad agency. In 2008, Sommer appeared as a guest star in two episodes of NBC\'s mockumentary sitcom series The Office, portraying the role of Alex. In 2010, he played Jimmy Wilson in a guest appearance on Ugly Betty.\n', '

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