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 Rex Lee Lloyd Guest Star Paul Ben-Victor Alan Gray Guest Star Domenick Lombardozzi Dom Guest Star Shad "Bow Wow" Moss Charlie Williams Guest Star Michael Monks Five Towns Director Guest Star Janet Varney Amy Miller Guest Star Martha Millan Sylvi Guest Star Branden Williams Branden Williams Guest Star Jimmy Shubert Jail Guard Guest Star Phil Mickelson Phil Mickelson Guest Star Martin Landau Bob Ryan Guest Star Megan Paul Branden's Assistant Guest Star Mickey Maxwell Cop Guest Star Jeff Tschida Casey Guest Star Yesenia Adame Five Towns Extra Guest Star Andre Alexsen Lead Attorney Guest Star Laura Beth Coakley Agent Guest Star Mark Wahlberg Executive Producer Stephen Levinson Executive Producer Doug Ellin Executive Producer Larry Charles Executive Producer