Adrian Grenier Vincent Chase Actor Kevin Connolly Eric Murphy Actor Kevin Dillon Johnny "Drama" Chase Actor Jerry Ferrara Turtle Actor Jeremy Piven Ari Gold Actor Debi Mazar Shauna Guest Star Perrey Reeves Mrs. Ari Guest Star Constance Zimmer Dana Gordon Guest Star Rhys Coiro Billy Walsh Guest Star Joshua LeBar Josh Weinstein Guest Star Johanna Black Staci Guest Star Julie Claire Carrie Carlson Guest Star Harry Van Gorkum Dr. Green Guest Star Chris Penn Himself Guest Star Rex Lee Lloyd Guest Star Shana Wall Girl Guest Star Wendy Guess Nurse Guest Star Keith Blaney Salesman Guest Star Marikym Hervieux Ima Guest Star Allan Kolman Therapist Guest Star Chris Blasman Man Guest Star Tina Kapousis CAA Assistant Guest Star Terry Cooley Doorman Guest Star Chuck Pacheco Chucky Guest Star Michelle LaFrance Misty Guest Star Shena Adl Elevator Girl Guest Star Mark Wahlberg Executive Producer Stephen Levinson Executive Producer Doug Ellin Executive Producer Larry Charles Executive Producer