James Blackridge is the son of a family of Westfall farmers. On his day off the farm, Jimmy went fishing along the shore with his two friends Liam and Bram Woodring. He and his friends were abducted and found themselves unwilling crew members for the Bloodsail Buccaneers. The Bloodsail Buccaneers taught the three boys how to fight. Being the biggest of the three, Jimmy became a good warrior and used a two-handed axe as his weapon of choice. Under the command of Captain Jerias Bloodvein, the captain of the Garrote, Jimmy was forced to plunder and kill in merchant ships and Defias Brotherhood strongholds.
Jimmy saved his parents who were being held hostage in the Deadmines by the Defias Brotherhood. No longer wanting to become a pirate, Jimmy tried to leave piracy behind him after rescuing his parents but Captain Jerias Bloodvein was not willing to let anyone leave his crew. Jimmy challenged the captain to a duel to the death for his freedom and killed the undead captain. Enraged by their captain’s death, the crew of the Garrote were about to kill Blackridge and his parents but his friends used their magic and techniques to help them all to escape from the Bloodsail Bucaneers and reach the safety of Sentinel Hill. Jimmy is last seen telling his tale of piracy to Kira Songshine, whom he has a crush on since the beginning of the story, at a tavern. Jimmy returned to being a farmer in Westfall and considers writing a book on his adventures as a Bloodsail Buccaneer.