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 Martin Mull Gary Timpkins Guest Star Gillian Vigman Tabitha Guest Star Brenda Song Bonnie Guest Star Marshall Faulk Himself Guest Star Marcus Folmar Francis Guest Star Punam Patel Kara Guest Star Marcus Anderson Esteban Guest Star Sage Correa Pete Guest Star Todd Sherry Clancy Guest Star Nancy Linari Margaret Guest Star Jean St. James Judith Guest Star Efé Mona Guest Star Justin Adler Executive Producer, Writer Aaron Kaplan Executive Producer Jason Winer Executive Producer Jeffrey Morton Executive Producer Helen Hunt Director