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 Actor Fred Melamed Dave Guest Star Joanna Cassidy Charlotte Guest Star Brian Van Holt Wayne Winger Guest Star Matt Cornett Ryan Guest Star Ashley Wolff Jenna Guest Star Justin Adler Executive Producer Aaron Kaplan Executive Producer Jason Winer Executive Producer Jeffrey Morton Executive Producer Barbie Feldman Writer Linda Mendoza Director