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A Gentleman and a Thief Reading Guide & Discussion Questions

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A Gentleman and a Thief by Dean Jobb

A Gentleman and a Thief

The Daring Jewel Heists of a Jazz Age Rogue

by Dean Jobb
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  • First Published:
  • Jun 25, 2024, 448 pages
  • Paperback:
  • May 2026, 448 pages
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For supplemental discussion material see our Beyond the Book article, The Heist of the Century: The Antwerp Diamond Heist and our BookBrowse Review of A Gentleman and a Thief.


Please be aware that this discussion guide will contain spoilers!

  1. Was Barry a born criminal, or do you think circumstances forced him into a life of crime?
  2. What skills and methods made him such a successful jewel thief?
  3. "I know he's terrible," said one socialite Barry robbed, "but isn't he charming?" What were some of the characteristics that made him so likeable?
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  1. How does the author develop themes of identity and belonging throughout the narrative?
  2. What role does the setting play in shaping the characters' decisions and relationships?
  3. Discuss how the ending reframes the events of the story. Were you surprised?


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

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