1. How is the character of Jay Gatsby presented to the reader?
2. What part of his past is Gatsby trying to recapture? Is he successful? Is there a person, feeling, or event in your past that you'd want to revisit? Gatsby believes that the past can be repeated. Is he right?
3. What do you think the sad thing that happened to Gatsby might be?
4. Is Jay Gatsby great? What is the meaning of the title? In what way is Gatsby great? In other words, is Fitzgerald's title sincere...or ironic?
5. Do you agree with Nick's final assertion that Gatsby is "worth the whole damn bunch put together"? Why or why not?
6. What is Nick Carraway's role in the novel? Consider Nick's father's advice in chapter one: "Whenever you feel like criticizing anyone, just remember that all the people in this world haven't had the advantages that you've had." Does telling the story from Nick's point of view make it more believable?
7. Whom do you think the characters in The Great Gatsby represent? Do they seem like real people? Which characters seem the most real to you? Who, if any, do you find most sympathetic? Most important, in what way do the events of the novel affect Nick Carraway? How, or to what degree, does he change?