Greg had an idea. Tim is superstitious. Tyler goes to his prom with Clementine. Matt goes on a date, but can't get over Colleen.
Colleen and Matt have a party for their book release and Matt makes a big decision. Tyler gets hitched. Tim and Heather forget Sam's student of the month ceremony. Heather finds out that she comes from a broken home.
- 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