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 Jordan Peele Chad Guest Star Exie Booker Policeman Guest Star Susan Park Dr. Sally Hong Guest Star Stacie Greenwell Delivery Nurse Guest Star Cedric Yarbrough Ellis Guest Star Riley Bodenstab Doug Guest Star Mark Berry Funeral Home Director Guest Star Jason Winer Executive Producer, Director Aaron Kaplan Executive Producer Justin Adler Writer