In the season 5 finale of the podcast, we finish the journey through the Legends of the Brethren Court book series by covering the 5th and final book, named Day of the Shadow. The Black Pearl docks in an eerily quiet Marseille, and Jack and his crew run into Carolina's father, who is eager to get his daughter back. In the chaos, Diego and Carolina are separated from the rest of the crew, and they end up in the Mediterranean Sea, where they come under attack by Ammand the Corsair, Pirate Lord of the Black Sea. Jack enlists the help of Capitaine Chevalle, Pirate Lord of the Mediterranean Sea, and all the pirates find themselves together when the Shadow Lord enacts his master plan. The Day of the Shadow begins, and Jack along with the rest of the pirates must do their best to stop him.

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In this episode, we cover the 4th and penultimate book in the Legends of the Brethren Court series, Wild Waters. Justin covers some recent Pirates news before diving into the book. The Black Pearl reaches Madagascar, and they find themselves in Libertalia, the famous pirate haven. Jack Sparrow meets up once again with his father Captain Teague, and his grandmother, the viscous Grandmama. Gentleman Jocard and Jack agree to work together to defeat the current Pirate Lord of the Atlantic Ocean, King Samuel, who is a slave trader and beastmaster. Once at Samuel's fortress, Jack comes into contact with Benedict Huntington again, and the rest of the crew battles against King Samuel. When the dust settles, a new Pirate Lord may take Samuel's place.

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In this episode, we continue the adventure through the Legends of the Brethren Court book series with book 3, The Turning Tide. The Black Pearl journeys to India to find Sri Sumbhajee and his vial of Shadow Gold, but what the crew doesn't know is that Barbara Huntington has stowed away on board. After arriving, Jack Sparrow and his crew must figure out who is trying to kill Sri Sumbhajee, and they must do so before the impending EITC attack. Jean falls in love with one of Sumbhajee's warriors, and Diego and Carolina hit some roadbumps in their relationship.

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