Guest Stars Asia Kate Dillon as Taylor Mason Kelly AuCoin as "Dollar" Bill Stearn Jeffrey DeMunn as Chuck Rhoades, Sr. Dan Soder as Dudley Mafee Ben Shenkman as Ira Schirmer Ilfenesh Hadera as Deb Kawi Matt Servitto as Bob Sweeney David Strathairn as Jack Foley Daniel Cosgrove as Dan Margolis Shaunette Renée Wilson as Stephanie Reed Marc Kudisch as Dr. Lenny Gustaferson Scott Aiello as Tommy Barkow Jason Babinsky as Theo Tammy Blanchard as Judo Partner Kristina Cole as Martha Ken Marks as Roger Murray Ben Folds as Himself Co Starring Daniel K. Isaac as Ben Kim Kira Visser as Donna Zina Wilde as Helena Frank Bowman as Abraham Juan Luis Acevedo as Domingo Jose Guns Alves as Delivery Man Brian Patrick Murphy as A.R. Hunter Canning as Desk Jockey
