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 Rex Lee Lloyd Actor Perrey Reeves Mrs. Ari Actor Emmanuelle Chriqui Sloan McQuewick Actor Gary Cole Andrew Klein Actor Scott Caan Scott Lavin Guest Star Rhys Coiro Billy Walsh Guest Star Kim Coates Carl Ertz Guest Star Blake Anderson Donny Guest Star Breanne Racano Katie Guest Star Constance Zimmer Dana Gordon Guest Star Miguel Sandoval Carlos Guest Star Mark Cuban Mark Cuban Guest Star William Fichtner Phil Yagoda Guest Star Jamie Kennedy Jamie Kennedy Guest Star Andrew Dice Clay Andrew "Dice" Clay Guest Star Max Silverstein Dice's Son Guest Star Sahlima Francine Fox Guest Star Zack Schor Server Guest Star Mark Wahlberg Executive Producer Stephen Levinson Executive Producer Doug Ellin Executive Producer Denis Biggs Executive Producer Rob Weiss Executive Producer Ally Musika Executive Producer