Guest Stars Kathleen Rose Perkins as Amy Greg Ellis as Simon Cochran Donna Murphy as Denise Goodman Adam Scott as Josh Burkett Bellamy Young as Carrie Taylor Derek Riddell as Dan Taylor Andy Milder as Awards Show Emcee A.J. Tannen as Waiter Amy Tolsky as Curly Hair Camille Langfield as Bonnie Stephen Rannazzisi as Jonah Quarles Xoel Pamos as David