Richard Loncraine Director Morgan Freeman Alex Carver Actor, Executive Producer Diane Keaton Ruth Carver Actor Cynthia Nixon Lily Portman Actor Carrie Preston Miriam Carswell Actor Claire van der Boom Young Ruth Actor Korey Jackson Young Alex Actor Michael Cristofer Larry Actor Diane Ciesla May Actor Josh Pais Jackson Actor Maddie Corman Friendly Lady Actor Miriam Shor Cool Lady Actor Gary Wilmes Mr. Vincent Actor Liza J. Bennett Mrs. Vincent Actor Ted Sod Mr. Rahim Actor Ilana Levine Ilana's Mother Actor Maury Ginsberg Dr. Kramer Actor Charlie Peters Screenwriter Lori McCreary Producer Curtis Burch Producer Sam Hoffman Executive Producer Richard Toussaint Executive Producer Wade Barker Executive Producer Gary Ellis Executive Producer Bob Gass Executive Producer Judy Burch Gass Executive Producer Jonathan Freeman Cinematographer Brian Morris Production Design Andrew Marcus Film Editing Arjun Bhasin Costume Design David Newman Casting Mary Gail Artz Casting Shani Ginsberg Casting