|Status||Deceased (killed by Flint)|
Spanish Man O' War
|Appearances|| First Appearance : IX.|
|Portrayed by||Laudo Liebenberg|
Dooley was a pirate serving on Captain Flint's Walrus crew. He had a bit of an abrasive personality, but was a strong fighter in hand-to-hand combat. Before Charles Vane's attack on the Spanish Man O' War in Charles Town, Dooley reported this to Mr. Scott that he thought he saw something suspicious in the water. Dooley later brought Dobbs's attack of one of the Maroon Islanders to the attention of Quartermaster John Silver. Under Silver's instructions, he "corrected" this transgression with the aid of his men. He survived at the battle on Maroon Island at the end of Season 3.
During Season 4, Dooley was the only crewman to remain loyal to Flint. At Skeleton Island, Flint persuaded him to help him abscond with the Urca cache. John Silver sent men ashore to kill them. He was confronted by Joji who pinned Dooley’s hand to the ground without killing him, as if to say that he didn’t want to kill his brother. In the final confrontation between Silver and Flint, Flint was still willing to talk things out with him. However, Dooley came up behind Silver with pistol drawn, and without hesitation, Flint instinctively shoots him to save Silver's life.