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August 25, 2025 50 mins

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THE BIG SLEEP (1939) is a seminal work in the hardboiled detective genre, and it’s among the best of the Raymond Chandler books. It showcases Chandler’s masterful use of sharp dialogue, complex characters and his gritty depiction of 1930s Los Angeles.

This classic hardboiled detective novel introduces private eye Philip Marlowe. Hired to resolve a blackmail scheme, Marlowe uncovers a web of corruption and murder. It revolutionized crime fiction, establishing a template for noir storytelling that continues to influence literature and film.

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Here are some questions and discussion starters here. Also – we want to hear from YOU! Share your thoughts, and we may just include them in our upcoming episodes!

Philip Marlowe (Raymond Chandler Books)

Marlowe is 33 and went to college once. He’s a bit of a cynic, and his manners are bad. He was fired for insubordination. “I test very high on insubordination.”

American hero: “Chandler seems to have created the culminating American hero: wised up, hopeful, thoughtful, adventurous, sentimental, cynical and rebellious” (NYT Book Review).

Prometheus: “Marlowe is Prometheus [of American myth]: the noble outsider, sacrificing and enduring for a code he alone upholds.” [The Annotated Big Sleep, Raymond Chandler (eds. Owen Hill, Pamela Jackson, and Anthony Rizzuto)]

Honest: Vivian asks if Marlowe is honest. “Painfully,” he says. He tells Carmen he has “professional pride.” Her father trusts him not to “pull any stunts.”

Tough Guy: He’s tough, clever, and a good judge of character. His speech is brash and witty.

Self-Destructive streak? “I had concealed a murder and suppressed evidence for twenty-four hours, but I was still at large and had a five-hundred-dollar check coming. The smart thing for me to do was to take another drink and forget the whole mess. That being the obviously smart thing to do, I called Eddie Mars and told him I was coming … That was how smart I was” (ch. 21).

Catalyst: There are the aficionados of deduction and the aficionados of sex who can’t get it into their hot little heads that the fictional detective is a catalyst, not a Casanova. (Trouble Is My Business, Raymond Chandler)

Dashiell Hammett’s Influence on the Raymond Chandler Books

The famous Detection Club: “Its roster includes practically every important writer of detective fiction since Conan Doyle. But Graves and Hodge decided that only one first-class writer had written detective stories at all. An American, Dashiell Hammett. … Graves and Hodge were not fuddy-duddy connoisseurs of the second-rate; they … were aware that writers who have the vision and the ability to produce real fiction do not produce unreal fiction.” (The Simple Art of Murder, Raymond Chandler)

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