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 Victor Ortiz Troy Guest Star Jasmine Tookes Herself Guest Star Wayne Federman Dr. Saul Antro Guest Star Taylor Coffman Helen Guest Star Calvin Tenner Waiter Guest Star Vaia Zaganas Boxer Guest Star Justin Adler Executive Producer Aaron Kaplan Executive Producer Jason Winer Executive Producer, Director Jeffrey Morton Executive Producer Lesley Wake Writer