Novelist Eric Weiss, critically celebrated but unsuccessful, "arrives" when his new, autobiographical novel becomes a best-seller. An outsider all his life, he is suddenly on the inside of everything: town cars, television studios, the Sunday book review. But as his career takes off, his personal life stutters. His father lies ill in Maimonides Hospital, Jewish Brooklyn's version of the river Styx, wondering when Eric will produce his first grandchild. His former friends and neighbors in Brooklyn celebrate his success while simultaneously being suspicious about his attitude toward them–in life and in his novel. And his success, rather than oiling the waters of his marriage, troubles them for him and his writer-wife.
Brooklyn Boy is Margulies' first work for the stage since winning the Pulitzer Prize for Drama with his Dinner with Friends. Tony Award-winning director Daniel Sullivan, who directed South Coast Repertory's production of Dinner with Friends returned to South Coast Repertory, Costa Mesa, California, to direct the world premiere of Brooklyn Boy. This was a co-production by South Coast Repertory and the Manhattan Theatre Club, and was commissioned by SCR and developed at the company's 2003 Pacific Playwrights Festival. The play ran from September 10, 2004 to October 10, 2004. The cast starred Adam Arkin as Eric Weiss; Allan Miller as his father Manny; Dana Reeve as his wife Nina; as well as Arye Gross, Ari Graynor, Mimi Lieber and Kevin Isola. The play premiered on Broadway at the Biltmore Theatre on January 13, 2005 in previews and officially on February 3, 2005, and closed on March 27, 2005 after 62 performances and 23 previews. The SCR cast reprised their roles, except that Polly Draper took the role of Nina. Adam Arkin was nominated for the 2005 Drama Desk Award, Outstanding Actor in a Play. The play was nominated for the 2005 Outer Critics Circle Award, Outstanding New Broadway Play. Ben Brantley, in his review for The New York Times, wrote: "...has the courage to confront head-on the predictability of the midlife crisis it portrays....Brookyn Boy, smoothly directed by Daniel Sullivan and acted with fine-grained conviction by a cast led by Adam Arkin, may indeed be Mr. Margulies's most personally heartfelt work. But while this comic drama is steeped in an admirably humble and often touching spirit of acceptance, it seldom does what first-rate plays must do and what Mr. Margulies has achieved repeatedly before: it does not make the familiar seem fresh.".