Arkin's film appearances include "Hitch" (2005) and "" (1998). He has performed in Broadway, off-Broadway, and regional theatre productions, including both the South Coast Repertory world premiere and Broadway production of "Brooklyn Boy" by playwright Donald Margulies. In addition, he is known for his directing work, having done episodes of "Grey's Anatomy", "Boston Legal", "The Riches", "Dirt", "Ally McBeal", "Sons of Anarchy", "The Blacklist", "Justified", and "Masters of Sex". He won an Emmy for directing the Showtime television film "My Louisiana Sky". In April 2008, Arkin guest-starred in the Web series "Gorgeous Tiny Chicken Machine Show". He played the part of a divorce lawyer in the film "A Serious Man" (2009), directed by Ethan and Joel Coen.