When Greg and Jen slip away for a couples massage, the afternoon doesn't turn out to be as relaxing as they expected. Also, Tim, Heather and the kids have a contest to see who can accumulate the least trash, Colleen asks Matt to illustrate a children's book she is writing, and Jen helps Joan and John with their will.
- Colin Hanks as Greg Short
- Betsy Brandt as Heather (Short) Hughes
- Thomas Sadoski as Matthew "Matt" Short
- Zoe Lister-Jones as Jennifer "Jen" Collins-Short
- Dan Bakkeddahl as Dr. Timothy "Tim" Hughes, M.D.
- Angelique Cabral as Colleen Brandon Ortega
- Niall Cunningham as Tyler Hughes
- Holly Barrett as Samantha "Sam" Hughes
- Giselle Eisenberg as Sophia Hughes
- James Brolin as John Bertram Short
- Dianne Wiest as Dr. Joan (Pirkle) Short
- Noureen DeWulf as Dionne
- Amanda Lund as Corky
- Kenny Cooper as Delivery Man