An analysis of the Philip Roth's sustained pursuit of his American identity mixed with his engagement with the trope of the American Adam is the center of this paper. From the outset of his career, Roth has sought to be understood as an American, not Jewish, writer. But as his career unfolded, the challenges of sustaining his American identity grew, whether in Portnoy's Complaint, Sabbath's Theatre or the American Trilogy. The confrontation between American and Judaic identities increasingly became his subject as his Jewish roots threatened his American identity stemming from a Protestant, if not Puritan, literary heritage. Coleman Silk and Swede Levov from The Human Stain and American Pastoral represent the challenge best summarized by Abe Ravelstein in Bellow's eponymous novel when he remarks that “as a Jew you are also an American, but somehow you are not.” The paradox of Roth’s entanglement with the trope of the American Adam is that he both pursues and denies this identity, accepting its heroism but acknowledging its impossibility. One moment he publically declares “if I’m not an American, I am nothing,” but on the other, to be Roth he knows he must violate the Adamic ideal, prepared to renounce neither his American nor Jewish identities.