Special Guest Stars Jerry Stiller as Joe Thalberg Elisabeth Moss as Lucy Morton Anne Meara as Estelle Thalberg Guest Stars Charlie Semine as Nick Valentino K.K. Moggie as Dr. Gillian Jelani Patch Darragh as Tim Flanagan Kate Mulgrew as Jeannie Flanagan Peter Gerety as Jimmy Flanagan Michael Chernus as Ryan Flanagan Johnny Hopkins as Bobby Flanagan Jeff Hephner as Pete Boswick Co Starring Kate Middleton as Heather Flanagan Ashley Gerasimovich as Katy Flanagan Jason Jurman as Carl Audrey K. Amey as Doctor Kyle Catlett as Henry Morton Jake Miller as Max Morton Deanna De Vestern as Laura Flanagan
