Pill had a major supporting role as campaign manager Anne Kronenberg in the Oscar-winning 2008 film "Milk". In 2009, she performed with Erin Hill & her Psychedelic Harp playing the "Twilight Zone"-inspired "Meredith Moon" and "The Real North Pole" sci-fi Christmas Harp. Pill was cast as April on "In Treatment". In 2009 she replaced Elliot Page in a role in "Jack and Diane" but due to postponement of the project neither ended up in it by the time it ran in 2012.