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 Rhys Coiro Billy Walsh Guest Star Brandon Quinn Tom Guest Star Tom Virtue Pilot Guest Star Holly Wortell Airline Worker Guest Star Sydney Pollack Sydney Pollack Guest Star Kanye West Kanye West Guest Star Anna Faris Anna Faris Guest Star Lisa Breckenridge Reporter Guest Star Kaytie Nedberg Marquis Jet Woman Guest Star Naleah Dey Marquis Jet Woman Guest Star Kathy Gardiner Marquis Jet Woman Guest Star Ben Wise Middle Eastern Man Guest Star Sam Nazarian Sam Nazarian Guest Star Melyssa Ford Flight Attendant Guest Star Don Crawley Jr. Kanye's Boy Guest Star Jim Saviano Jimmy Guest Star Mark Wahlberg Executive Producer Stephen Levinson Executive Producer Doug Ellin Executive Producer Larry Charles Executive Producer