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 Jade Catta-Preta Rita Guest Star Zack Pearlman Dusty Guest Star Matt Cornett Ryan Guest Star Maahra Hill Mother Guest Star Meredith Roberts Quill Cheryl Guest Star Joanna Sotomura Jordana Guest Star Ellee Jo Trowbridge Daughter Guest Star Justin Adler Executive Producer Aaron Kaplan Executive Producer Jason Winer Executive Producer Jeffrey Morton Executive Producer Elizabeth Tippet Writer Alex Reid Director