Special Guest Stars Dan Bucatinsky as Rob Helen Hunt as Winnie Lindell Melissa Etheridge as Herself Guest Stars Michaela Watkins as Stacey Jane Adams as Nina Daniels Lauren Weedman as Mayor Jo Pezzimenti W. Earl Brown as Michael Schaeffer Merrill Markoe as Herself Tony Goldwyn as Bob Lipka Polly Draper as Diana Matt Bush as Clive Matthews Co Starring Holmes as Melanie Jasmine Ashanti as Samira Matt Oberg as Brian Pile Sandy Honig as Rose Katy Sullivan as Carla Grover Whitmore as Gordon Danny Jolles as Nate Gavin Matts as Eliot Robby Hoffman as Randi Jake Shane as Social Media Girlie Ingrid Haas as Margot Rosie McDonald as Ellie Shantell Yasmine Abeydeera as Makeup Person Colin Fitzmaurice as Stagehand Cyd Strittmatter as Elaine Spivak Jordi Caballero as Dr. Poghosyan
