Where to start with Philip Roth
American novelist, 1933–2018. Won the Pulitzer Prize for Fiction in 1998 and the National Book Award for Fiction in 1960 and 1995.
Best Philip Roth book to start with: American Pastoral (1997), on 3 of the 18 lists it could have made.
American Pastoral is the Roth to begin with. It won the Pulitzer Prize in 1998, and it follows a successful New Jersey businessman whose family life comes apart in the 1960s. It is his most complete novel and the best one for judging whether Roth suits you.
Goodbye, Columbus won the National Book Award in 1960 and is his first book, short and quick. Portnoy’s Complaint is a comic confession from a man to his analyst, brisk and indecent. The Ghost Writer, shortlisted for both the Pulitzer and the National Book Award in 1980, is slim: a young writer visits an older one, and the narrator, Nathan Zuckerman, appears in several of the later books.
The Plot Against America imagines a 1940s America in which Charles Lindbergh becomes president, and The Human Stain follows a classics professor in a New England college town. Both are good next books. Sabbath’s Theater won the National Book Award in 1995 and is the rudest and most extreme, so approach it with care.
My Life as a Man, The Anatomy Lesson, The Counterlife and Operation Shylock were all shortlisted for the Pulitzer or the National Book Award. They are best for readers who have already taken to him.

Philip Roth's books, ranked best first
American Pastoral comes first, on 3 of the 18 lists it could have made, followed by Sabbath's Theater and Portnoy’s Complaint.
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Philip Roth's novels in order
The earliest on our lists is Goodbye, Columbus (1959), and the most recent is The Plot Against America (2004).
- 1959 Goodbye, Columbus
- 1969 Portnoy’s Complaint
- 1974 My Life as a Man
- 1979 The Ghost Writer
- 1983 The Anatomy Lesson
- 1986 The Counterlife
- 1993 Operation Shylock: A Confession
- 1995 Sabbath's Theater
- 1997 American Pastoral
- 2000 The Human Stain
- 2004 The Plot Against America
Novels on at least one of our 30 lists. Not a complete bibliography.
Also on one list
6 more of Philip Roth's novels are each on one of our lists.
- Goodbye, Columbus (1959): National Book Award for Fiction (winners and finalists)
- My Life as a Man (1974): National Book Award for Fiction (winners and finalists)
- The Anatomy Lesson (1983): National Book Award for Fiction (winners and finalists)
- The Counterlife (1986): National Book Award for Fiction (winners and finalists)
- Operation Shylock: A Confession (1993): Pulitzer Prize for Fiction (winners and finalists)
- The Human Stain (2000): The 100 best books of the 21st century
Lists used on this page
- The 100 best novels written in English, The Guardian / Observer (2015). Original list
- The 100 greatest novels of all time, The Observer (2003). Original list
- The 100 best books of the 21st century, The Guardian (2019). Original list
- All-Time 100 Novels, Time (2005). Original list
- 100 Best Novels (board's list), Modern Library (1998). Original list
- The 100 best books of the 21st century, The New York Times (2024). Original list
- Pulitzer Prize for Fiction (winners and finalists), Columbia University (1918-). Original list
- National Book Award for Fiction (winners and finalists), National Book Foundation (1950-). Original list




