Gentlemen of the Road
First edition cover
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| Author | Michael Chabon |
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| Illustrator | Gary Gianni |
| Country | United States |
| Language | English |
| Genre | Historical novel, adventure novel |
| Publisher |
 Del Rey Books, Sceptre
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Publication date
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October 30, 2007 |
| Media type | Print (hardcover) and audio CD |
| Pages | 208 pp (1st edition, hardcover) |
| ISBN | (1st edition, hardcover) |
Gentlemen of the Road is a 2007 serial novel by American author Michael Chabon. It is a "swashbuckling adventure" set in the kaganate of Khazaria (now southwest Russia) around AD 950. It follows two Jewish bandits who become embroiled in a rebellion and a plot to restore a displaced Khazar prince to the throne.
The story centers on two world-traveling Jewish bandits who style themselves with the euphemism "gentlemen of the road." Amram is a hulking Abyssinian (African) who is equally proficient with an axe as a game of shatranj; he is haunted by the disappearance of his daughter many years ago. His companion is Zelikman, a Frankish (German) physician who uses an oversized bloodletting lancet as a rapier. Zelikman has a morbid personality due to the trauma of watching his family slaughtered in an anti-Jewish pogrom.
The two bandits begin in the Kingdom of Arran, where they con the customers of an inn with a staged duel. Before they can collect their winnings, a mahout attempts to hire them to safeguard his charge, Filaq, a fugitive Khazar prince. Filaq's family was murdered by the usurping bek, Buljan. Before the pair can give their answer, Buljan's assassins kill the mahout, and the two gentlemen escape with Filaq, intent on collecting a reward from his wealthy relatives. Filaq, on the other hand, is committed to escaping and taking vengeance on Buljan.
The group arrives at the hometown of Filaq's relatives and discovers that everyone has been slaughtered by Kievan Rus'. An army of Arsiyah arrives too late to save the town. Filaq attempts to rally the troops to rescue his kidnapped brother Alp, but the army decides to place Filaq on the bek's throne instead. The army travels to the bek's palace, but a ruse by Buljan leaves the Arsiyah army obliterated. Filaq is captured and exposed to all as a girl. Amram is also captured while trying to rescue her.
In disguise as a Radanite, Zelikman meets with Buljan and manages to rescue Amram. Beaten and raped, Filaq is sold to a brothel where Zelikman and Amram take refuge. They treat her injuries and then plan to see the kagan, the spiritual ruler of Khazaria. Zelikman uses his physician's skills to anesthetize the kagan's guards and gain an audience. The kagan agrees to help, as long as Zelikman helps him fake his own death to escape from his life of comfortable imprisonment.
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