789 The 25 Greatest Books of All Time (with Mike Palindrome) | My Last Book with Cass Sunstein
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In this episode of The History of Literature, host Jack Wilson and guest Mike Palindrome dissect a widely circulated 'top 25 greatest books of all time' list, questioning its methodology, biases, and omissions. They critique the list's overreliance on reader surveys, which favors assigned high school and college reading like *The Catcher in the Rye* and *To Kill a Mockingbird*, while excluding major works of poetry, nonfiction, drama, and non-Western literature. The hosts highlight glaring absences such as Virginia Woolf, Henry James, Shakespeare, Dante, and the Bible’s lack of recognition beyond a single entry. They also debate the placement of *The Sound and the Fury* ahead of *War and Peace*, and express skepticism about *1984* and *The Trial* being ranked so highly. After a humorous exchange where Mike fails to guess the top two books—Ulysses and Proust—Jack reveals the true top two, sparking a spirited discussion on literary greatness. The episode culminates in Jack sharing a personal list of 25 books he believes better represents literary excellence, emphasizing diversity, depth, and global scope. The episode closes with a special segment featuring Cass Sunstein, who chooses A.S. Byatt’s *Possession* as his last book, praising its emotional depth and narrative richness, and calling for its revival in the literary canon.
Lists of 'greatest books' are inherently subjective and often reflect cultural biases, especially toward Anglophone, 19th-century, and assigned reading.
Popular books like *The Catcher in the Rye* and *To Kill a Mockingbird* may rank high due to widespread exposure, not necessarily literary supremacy.
Major absences like Virginia Woolf, Henry James, Shakespeare, and nonfiction works reveal the limitations of narrow, novel-centric lists.
Ulysses and Proust are widely regarded as the two greatest works of literature, with Proust offering greater accessibility despite his length.
A truly great list should include diverse genres, global voices, and works that challenge readers rather than comfort them.
…and 2 more takeaways available in PodZeus
Introducing the 25 Greatest Books List
Jack Wilson introduces the episode's premise: analyzing a widely circulated 'top 25 greatest books of all time' list. He explains his motivation for creating the episode—celebrating a milestone year (2025) and avoiding personal bias by using an aggregated list. He acknowledges the list's subjectivity and sets the stage for a critical discussion with guest Mike Palindrome.
The Literary Controversy: Eliot vs. Vidal
“He had a mind so fine that no idea could violate it. In England, ideas run wild and pasture on the emotions.”
The Flaws of the Top 25 List
“This list can be torn up. This is the equivalent of using the Stradivarius to hammer nails.”
Guessing the Top Two: Ulysses and Proust
“You guessed Tom Sawyer, which is another book that maybe is more known than respected.”
Evaluating the Top 25: Strengths and Weaknesses
The hosts analyze the list in groups of five, discussing individual books. They praise the inclusion of foreign works like *The Stranger* and *Madame Bovary*, but question the placement of *The Sound and the Fury* above *War and Peace*. They express concern over *1984* and *The Trial* being ranked so highly, arguing they may be more culturally iconic than artistically supreme.
“It has all the world in it, heightened the best romance you could imagine.”
“This list can be torn up. This is the equivalent of using the Stradivarius to hammer nails.”
“He had a mind so fine that no idea could violate it. In England, ideas run wild and pasture on the emotions.”
Host
Guests
Mike Palindrome
person
Jack Wilson
person
Ulysses
book
T.S. Eliot
person
The Great Gatsby
book
Henry James
person
The Catcher in the Rye
book
Cass Sunstein
person
To Kill a Mockingbird
book
In Search of Lost Time
book
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