Guest Stars Daniel K. Isaac as Ben Kim Asia Kate Dillon as Taylor Mason Kelly AuCoin as "Dollar" Bill Stearn Jeffrey DeMunn as Chuck Rhoades, Sr. Dan Soder as Dudley Mafee Zina Wilde as Helena Kira Visser as Donna Stephen Kunken as Ari Spyros Ben Shenkman as Ira Schirmer Glenn Fleshler as Orrin Bach Rob Morrow as Adam DeGiulio Danny Strong as Todd Krakow Christopher Denham as Oliver Dake Malachi Weir as Lonnie Watley Brian Berrebbi as Randy Kornbluth Eric Bogosian as Lawrence Boyd Arthur Nascarella as Bruno Capparelo Shaunette Renée Wilson as Stephanie Reed Erinn Ruth as Mo Marc Kudisch as Dr. Lenny Gustaferson Tony Yazbeck as Marc Capparello Petronia Paley as Attorney General Pearl Hollinsworth Shannon Koob as Marriage Counselor Ian Kahn as Attorney General's Man Robb Stech as Tag Rosenfeld