In feature films, Clohessy played a supporting role in "Across the Universe", playing the part of Jude's long-lost father. He played Jack Parker in "The Crimson Mask". His largest big budget film role was opposite Ryan Gosling in "The Place Beyond the Pines". Onstage, he played Mike in the Broadway Roundabout Theatre Company revival of "Pal Joey", from November, 2008 through February 2009. He played the bartender in 27 Dresses (2008). From 2010 to currently 2020, he has a supporting role as Sid Gormley, on the police drama Blue Bloods . In January 2012, he played Jack Healy in Season 1/Episode 13 in Unforgettable . In 2012, he portrayed Sergeant Silva, in the film "The Avengers".