|Notable works||American Sympathy, Necessary Errors|
A graduate of Harvard University and Columbia University, Crain has published book reviews and essays in publications including The New Yorker, The New York Review of Books, The London Review of Books, The Nation, The New York Times Book Review, Out and The New Republic. He also published the non-fiction book American Sympathy: Men, Friendship, and Literature in the New Nation in 2001.
- Crain, Caleb (2001). American sympathy : men, friendship, and literature in the new nation.
- — (2013). Necessary errors.
- Overthrow (2019) (novel)
Essays and reporting
- Crain, Caleb (September 12, 1999). "There but for Fortune : Hearts in Atlantis By Stephen King". The New York Times.
- Crain, Caleb (October 28, 2013). "Four legs good : the life of Jack London". The Critics. Books. The New Yorker. 89 (34): 73–77.
- — (November 7, 2016). "None of the above : the case against democracy". The Critics. Books. The New Yorker. 92 (36): 67–71.
- "26th Annual Lambda Literary Award Finalists Announced". Lambda Literary Foundation, March 6, 2014.
- "Imaginary Extensions: A Conversation with Caleb Crain". The Paris Review, August 6, 2013.
- "‘Necessary Errors’ Author Caleb Crain on Prague, the Flaneur Novel, and Wasting Your Life". Flavorwire, August 5, 2013.
- "Bosom Buddies". The New York Times, June 3, 2001.
- Same-sex marriage is legal in the State of New York.
- "How Much Gay Sex Should a Novel Have?". The New Yorker, April 22, 2014.
- Online version is titled "The Case Against Democracy".