Rackham
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Background
John "Calico Jack" Rackham is the captain of a pirate ship in the West Indies. He is in a relationship with Anne Bonny.
During the events of Black Sails: Season 1 Episode 1 I. played by Toby Schmitz
As Gates is leaving Mosiah's hut, he is spotted by Rackham and Rackham goes and tells Singleton. Singleton confronts Mosiah, who is with Levi, and is upset that he is now going to back Captain Flint. As Mosiah and Levi are walking away, they are stopped by Rackham and Anne. Anne kills Levi and Captain Charles Vane steps out from the shadows. Later, Max tells Rackham that she has something that he might want to buy.