Book Club Discussion Questions for Telegraph Avenue by Michael Chabon

1. There are many different variations on father-and-son relationships—both real and makeshift—explored in the novel. What might the author be trying to convey through these complicated liaisons?
2. The majority of the characters in the novel are members of some minority group—African American, Jewish, Asian. Would you say thatTelegraph Avenue is fundamentally a novel about race?
3. Like her husband, Archy, Gwen is African American, but of a decidedly different social class, upbringing, and education. How do these differences affect her marriage, as well as her position in this close-knit Oakland community—both in her own view and in the view of others?
4. Telegraph Avenue, the real-life Bay Area street at the center of the story, is described as "the ragged fault where the urban plates of Berkeley and Oakland subducted." How do the conflicting cultures of upper-middle-class Berkeley and working-class Oakland clash in the novel?
5. Why do Archy and Nat see the imminent arrival of ex-NFL quarterback Gibson Goode's mega-mall as a threat not only to their record shop, but to the community at large?
6. As the legendary Berkeley Birth Partners, Gwen Shanks and Aviva Roth-Jaffe have worked together for many years, and their husbands are business partners as well. Beyond their professional lives, what sense do you get of the friendship between these two women? How does the crisis that confronts their business bring out the best and/or worst in their pairing?
7. When a home birth goes awry, the midwife Gwen goes ballistic when faced with criticism from an obstetrician at the hospital. The emotional outburst severely jeopardizes her career. Do you think she is justified in her reaction, or should she have tempered her response?
8. Telegraph Avenue is set during the summer of 2004 in Oakland, California. Do this time and place have special bearing on the events of the novel, or could the story take place in a different or more ambiguous setting?
9. An intriguing "character" in the novel is Fifty-Eight, the African grey parrot that belongs to Cochise Jones. What does its name mean and what do you think the bird might symbolize or represent?
10. Some of the characters in the novel seem to be holding onto the past, as evidenced by their love of vinyl records and 1970s "Blaxploitation" martial arts films. How do you think this attachment to the past affects the characters' grasp on their present realities?
11. Archy Stallings makes some questionable choices in his dealings with his wife, Gwen, his son, Titus, his partner, Nat, and his business rival, Gibson Goode. Do you find him a sympathetic character?
12. How would you assess the relationship between Julius and Titus? Is it a genuine friendship for both of them?
13. To what extent are the characters in this novel in control of their own destinies, and how much does the inevitability of uncontrollable change come into play?
14. The novel is filled with colorful, eccentric characters. Which did you feel were the most arresting? The most real? Why?

Unless otherwise stated, this discussion guide is reprinted with the permission of Harper Perennial. Any page references refer to a USA edition of the book, usually the trade paperback version, and may vary in other editions.