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Sommer lives in Los Angeles with his wife, Virginia Donohoe, whom he married on August 13, 2005. In 2020, he became a recurring guest on the streaming version of The George Lucas Talk Show, appearing as himself and as his own fictional roommate, Steven Charleston. Sommer is a fan favorite on the podcast Never Not Funny, hosted by comedian and pioneer Jimmy Pardo. In 2018, Sommer appeared in the horror mystery film Summer of 84, opposite Graham Verchere, Judah Lewis and Tiera Skovbye. That same year, he also co-starred in Rob Reiner's biopic LBJ as Press Secretary Pierre Salinger, alongside Woody Harrelson in the title role. From February 2 to March 13, 2016, Sommer starred in the Off-Broadway revival of Sam Shepard's play Buried Child, with Ed Harris and Amy Madigan.
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In November 2014, Sommer reprised his role as Harlan Emple in an episode of CBS's procedural drama series Elementary, after guest starring as the character in an episode the previous year. On March 1, 2014, it was reported that Sommer had been cast in the CBS pilot Good Session however, the network later declined to pick up the project to series. Also that same year, he guest starred in NBC's police procedural series Law & Order: Special Victims Unit as Boyd Hartwell. In May 2012, he began performances of the Roundabout Theatre Company's production of Harvey on Broadway, co-starring alongside Jim Parsons. The following year, he co-starred with Bob Odenkirk and Jenna Fischer in the romantic comedy film The Giant Mechanical Man. In 2011, Sommer guest starred in two episodes of The CW's drama-thriller series Nikita as electrical engineer and CIA consultant Malcolm Mitchell. In 2010, he played Jimmy Wilson in a guest appearance on Ugly Betty. In 2008, Sommer appeared as a guest star in two episodes of NBC's mockumentary sitcom series The Office, portraying the role of Alex. Sommer at the 15th Screen Actors Guild Awards in 2009įrom 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. He has appeared in commercials for companies such as Bud Light, Dairy Queen, Nextel, and Sprint. Sommer's most notable film role to date is as Anne Hathaway's friend Doug in the 2006 film The Devil Wears Prada. 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.
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In 2004, he received his Master of Fine Arts in acting from Case Western Reserve University in Cleveland, Ohio. Sommer studied improvisation at the Brave New Workshop in Minneapolis, and started an improv group, the Slush Puppies, in Moorhead. He then went on to attend Concordia College in Moorhead, Minnesota, where he majored in theater and sang in The Concordia Choir. Sommer was born in Toledo, Ohio, and raised in Stillwater, Minnesota, where he was educated at Oak-Land Junior High School and Stillwater Area High School.