Dolby's first young adult novel, Secret Society, was published by Katherine Tegen Books at HarperCollins in October 2009.
He was also the co-editor, with the novelist Melissa de la Cruz, of the personal essay anthology Girls Who Like Boys Who Like Boys: True Tales of Love, Lust, and Friendship Between Straight Women and Gay Men (2007), featuring works by Armistead Maupin, Ayelet Waldman, Andrew Solomon, Cindy Chupack, Simon Doonan, Gigi Levangie Grazer, David Ebershoff, and others.
In 2012, Dolby wrote and co-directed the film Last Weekend, starring Patricia Clarkson, Zachary Booth, Joseph Cross, Rutina Wesley, Fran Kranz, Jayma Mays, Chris Mulkey, Judith Light, and Mary Kay Place.
Water's End Productions has produced such films as Ira Sachs' Little Men[8] and Luca Guadagnino's Call Me By Your Name.
[9] In January 2018, Dolby and Water's End Productions, in association with Greyshack Films, began principal photography in New York City and the Hamptons on the independent feature film The Artist's Wife, starring Lena Olin, Bruce Dern, Avan Jogia, Juliet Rylance, and Stefanie Powers.