Roth's first book,
Goodbye, Columbus, a novella and five short stories, won the National Book Award in 1960, and afterwards he published two novels,
Letting Go and
When She Was Good. However, it was not until the publication of his third novel,
Portnoy's Complaint, in 1969 that Roth enjoyed widespread commercial and critical success. During the 1970s Roth experimented in various modes, from the political satire
Our Gang to the Kafkaesque
The Breast. By the end of the decade Roth had created his alter ego Nathan Zuckerman. In a series of highly self-referential novels and novellas that followed between 1979 and 1986, Zuckerman appeared as either the main character or an interlocutor.
Sabbath's Theater (1995) has perhaps Roth's most lecherous protagonist, Mickey Sabbath, a disgraced former puppeteer. In complete contrast, the first volume of Roth's second Zuckerman trilogy, 1997's
American Pastoral, focuses on the life of virtuous Newark athletics star Swede Levov and the tragedy that befalls him when his teenage daughter transforms into a domestic terrorist during the late 1960s.
I Married a Communist (1998) focuses on the McCarthy era.
The Human Stain examines identity politics in 1990s America.
The Dying Animal (2001) is a short novel about eros and death that revisits literary professor David Kepesh, protagonist of two 1970s works,
The Breast and
The Professor of Desire. In
The Plot Against America (2004), Roth imagines an alternate American history in which Charles Lindbergh, aviator hero and isolationist, is elected U.S. president in 1940, and the U.S. negotiates an understanding with Hitler's Nazi Germany and embarks on its own program of anti-Semitism.
Roth's novel
Everyman, a meditation on illness, aging, desire, and death, was published in May 2006. For
Everyman Roth won his third PEN/Faulkner Award, making him the only person so honored.
Exit Ghost, which again features Nathan Zuckerman, was released in October 2007. According to the book's publisher, it is the last Zuckerman novel.
Indignation, Roth's 29th book, was published on September 16, 2008. Set in 1951, during the Korean War, it follows Marcus Messner's departure from Newark to Ohio's Winesburg College, where he begins his sophomore year. In 2009, Roth's 30th book
The Humbling was published, which told the story of the last performances of Simon Axler, a celebrated stage actor. Roth’s 31st book,
Nemesis, was published on October 5, 2010. According to the book's notes, Nemesis is the final in a series of four "short novels," which also included Everyman, Indignation and The Humbling.
In October 2009, during an interview with Tina Brown of
The Daily Beast website to promote
The Humbling, Roth considered the future of literature and its place in society, stating his belief that within 25 years the reading of novels will be regarded as a "cultic" activity:
I was being optimistic about 25 years really. I think it's going to be cultic. I think always people will be reading them but it will be a small group of people. Maybe more people than now read Latin poetry, but somewhere in that range... To read a novel requires a certain amount of concentration, focus, devotion to the reading. If you read a novel in more than two weeks you don't read the novel really. So I think that kind of concentration and focus and attentiveness is hard to come by ... it's hard to find huge numbers of people, large numbers of people, significant numbers of people, who have those qualities[.]
When asked his opinion on the emergence of digital books and e-books as possibly replacing printed copy, Roth was equally as negative and downbeat about the prospect:
The book can't compete with the screen. It couldn't compete [in the] beginning with the movie screen. It couldn't compete with the television screen, and it can't compete with the computer screen... Now we have all those screens, so against all those screens a book couldn't measure up.
This interview is not the first time that Roth has expressed pessimism over the future of the novel and its significance in recent years. Talking to the
Observer's Robert McCrum in 2001, he said that "I'm not good at finding 'encouraging' features in American culture. I doubt that aesthetic literacy has much of a future here."