Matt learns how much saving money turns Colleen on when she teaches him her frugal ways. In other events, Tim tries to fire Heather, John tries to help Sophia conquer her fear of flying and Jen's plans for Lark's first birthday go awry.
- 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
- Hunter King as Clementine Hughes
- Russell Peters as Dr. Tak Oh
- Debra Wilson as Leigh
- Karen Lew as Matilda
- Greg mentions the movie "Weekend's at Bernie".