Guest Stars Kathleen Rose Perkins as Amy Greg Ellis as Simon Cochran Vanessa Marano as Haley McGuire Uriah Shelton as Jack McGuire Tim Russ as Gordon Benedict Adam Scott as Josh Burkett John Getz as Peter Derby Jason O'Mara as Stu Hoffman Adilah Barnes as Librarian Jeff Witzke as Focus Group Moderator Sally Ann Brooks as Single Mom Shane Edelman as Accountant Bob Morrisey as 50-Year-Old Dad Co Starring Laurie Searle as Mourner #3 Ben Carroll as Mourner #2 Lara Phillips as Mourner #1 Jon Mayes as Mail Guy