Guest Stars Dalton Harrod as Craig Harrison Jamie Neumann as Tiffany Jones Chris McKinney as Sheriff Joe Bly Darby Camp as Haley Smith Paulina Singer as Willa Brewster Rarmian Newton as Drew Judith Roberts as Jolene July Elizabeth Stanley as Sharon Smith Co Starring Misha Osherovich as Simon Morgan Lindholm as Young Jolene Owen Burke as Steve January LaVoy as Celeste Henderson Kayla Harrity as Maggie's Brunette Mike Jablon as Security Guard Daniel Washington as Orderly Susan Wyoral as Ms. Callahan