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 Perrey Reeves Mrs. Ari Guest Star Sergei Zelinsky Five Town Crew Guest Star Rex Lee Lloyd Guest Star Jordan Belfi Adam Davies Guest Star Gina Comparetto Ricky Guest Star Preston Davis Jeff Guest Star Alexis Dziena Ashley Guest Star John Eleton Murphy Agent Guest Star William Fichtner Phil Yagoda Guest Star Lauren Habeeb Stacy Guest Star Jana Kramer Brooke Manning Guest Star Matt Letscher Dan Coakley Guest Star Kate Mara Brittany Guest Star Ash McNair Indian Student Guest Star Keith Middlebrook Studio Executive Guest Star Candice Patton Dan Coakley's Assistant Guest Star Cynthia Quiles Actress Guest Star Brandon Quinn Tom Guest Star Brad Schmidt Himself Guest Star Christopher Shand Keith Guest Star Jamie-Lynn Sigler Jamie-Lynn Sigler Guest Star Parker Snow Sorority Girl Guest Star Rachel Specter Rozzie Guest Star Mark Wahlberg Executive Producer Stephen Levinson Executive Producer Doug Ellin Executive Producer Larry Charles Executive Producer