Eric Murphy offers to represent two writers of an indie film script, LB and Nick, Vincent Chase is left even more insecure after an encounter with his former flame Justine Chapin, and Johnny 'Drama' Chase's relationship with Jacqueline takes a turn for the worse.
- Adrian Grenier as Vincent Chase
- Kevin Dillon as Johnny 'Drama' Chase
- Kevin Connolly as Eric Murphy
- Jerry Ferrara as Turtle
- Jeremy Piven as Ari Gold
- Tony Bennett as himself
- Mark Wahlberg as himself
- Leighton Meester as Justine Chapin
- Carla Gugino as Amanda Daniels
- Giovanni Ribisi as Nick
- Lukas Haas as L.B.
- Julia Levy-Boeken as Jacqueline
- Veronica Taylor as Michella
- Caroline D'Amore as Brooke