Dianne Wiest Joan Actor James Brolin John Actor Zoe Lister Jones Jen Actor Colin Hanks Greg Actor Angelique Cabral Colleen Actor Thomas Sadoski Matt Actor Betsy Brandt Heather Actor Dan Bakkedahl Tim Actor Niall Cunningham Tyler Actor Holly J. Barrett Samantha Actor Giselle Eisenberg Sophia Actor Hunter King Clementine Actor Ty Barnett Dabney Guest Star Susan Berger Mrs. Gerber Guest Star Ruben Dario Man Guest Star Denell Johnson Security Officer Guest Star Jessica Jones Another Woman Guest Star Jillian Peterson Woman Guest Star Todd Sandler Train Operator Guest Star Justin Adler Executive Producer Aaron Kaplan Executive Producer Jason Winer Executive Producer Jeffrey Morton Executive Producer Greg Malins Writer Jonathan Judge Director