Donald Sutherland portrays Jack Pellitt , Bobby 's father and Kurt 's boss . On July 27 , 2010 , Isaiah Mustafa was confirmed as joining the cast . Mustafa was quoted as saying " It 's a smaller role " . He appears as Officer Wilkens . Julie Bowen appears in the film as Rhonda , Harken 's wife . Bowen stated that her character " may or may not be a hussy " , the character described as intentionally making her husband jealous . Ioan Gruffudd has a cameo as a male prostitute erroneously hired as a hitman . Lindsay Sloane appears as Dale 's fiancee Stacy . P. J. Byrne plays Kenny Sommerfeld , a former investment manager , now scrounging for drinks , while Wendell Pierce and Ron White play a pair of cops . Bob Newhart makes a cameo as sadistic Comnidyne CEO Louis Sherman . John Francis Daley , a screenwriter on the film , cameos as Nick 's co @-@ worker Carter .