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 Phoebe Neidhardt Hostess Guest Star Lilan Bowden Waitress Guest Star Tamika Simpkins Nurse Guest Star Richard Voigts Groaning Man Guest Star Delpaneaux Wills Paramedic Guest Star Jon Daly Steffan Guest Star J.P. Romano Healthy Man Guest Star Justin Adler Executive Producer Aaron Kaplan Executive Producer Jason Winer Executive Producer Jeffrey Morton Executive Producer Alec Sulkin Writer Fred Goss Director