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 Ana Sophia Heger Lark Guest Star Nick Thune Finn Jazzelroy Guest Star Abbey McBride Dianna Jazzelroy Guest Star Lauren Lapkus Cindy Guest Star Mindy Sterling Desiree Guest Star Bunny Gibson Nancy Guest Star Jess Harnell Dr. Hoot-Stein , Mouse Husband Guest Star Justin Adler Executive Producer Aaron Kaplan Executive Producer Jason Winer Executive Producer Jeffrey Morton Executive Producer Marcus Stokes Director Dave Jeser Writer Matt Silverstein Writer