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. in 2009 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. In 2011, Sommer guest starred in two episodes of
The CW's drama-thriller series
Nikita as electrical engineer and CIA consultant Malcolm Mitchell. The following year, he co-starred with
Bob Odenkirk and
Jenna Fischer in the romantic comedy film
The Giant Mechanical Man. In May 2012, he began performances of the
Roundabout Theatre Company's production of
Harvey on
Broadway, co-starring alongside
Jim Parsons. Also that same year, he guest starred in NBC's police procedural series
Law & Order: Special Victims Unit as Boyd Hartwell. 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. 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. 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. 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. In 2018, Sommer appeared in the horror mystery film
Summer of 84, opposite
Graham Verchere,
Judah Lewis and
Tiera Skovbye. Sommer is a fan favorite on the podcast
Never Not Funny, hosted by comedian and podcasting pioneer
Jimmy Pardo. 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. ==Personal life==