Dooley

Dooley
Vital statistics
Title	Pirate
Gender	Male
Status	Deceased (killed by Flint)
Ships	Walrus Spanish Man O' War
Relationships	Flint (captain) John Silver (quartermaster)
Appearances	First Appearance : VI. Last: XXXVII.
Portrayed by	Uncredited Extra (Season 1) Laudo Liebenberg (Seasons 2-4)

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.

Biography

Season One

When trying to breach the bunker of the Andromache, Gates proposes that they dangle men over the side on ropes who will try and breach the hull using axes. When no one volunteers, Flint orders Dooley, Paxton, Bobby and Logan to do it. The former three prepare to carry out the order, but Logan refuses and begins arguing with Flint and Gates. They are interrupted by someone spotting the signal from the slaves in the Andromache's hold, and Flint changes plans accordingly.

Season Two

Dooley survives the disastrous battle with the Spanish Man O' War with roughly thirty other crew mates. He listens with skepticism along with the rest of the crew while Flint proposes that they take the warship rather than the gold. Flint explains that there are too many guards on the beach and the ship guarding the bay, but the ship is likely only manned by a skeleton crew given the number of men on the beach. He proposes that two men swim out to the ship while the sun is setting and eliminate the mainmast watch to signal the rest of the crew. Flint and Silver volunteer to be the first two out in exchange for the crew's pardon, and they vote in favor of the plan. After receiving the signal, the crew boards, and Dooley fights the Spanish crew and briefly aids Logan in raising the anchor. The crew is able to capture the ship and they sail for Nassau. That night, the crew votes 17-15 to pardon Flint and Silver, but expel them from the crew.

Silver attempts to give an account of goings on before the crew in the galley. He says that a member of the rigging crew was seen relieving himself over the side of the ship and then, out of options, decided to clean himself with his bare hand. This prompts Dooley to rise from his seat and strike Silver to the ground and wipe his palm slowly across Silver's face, to the amusement of the crew. During the capture of the English merchantman, he stays on the warship while Dufresne leads the vanguard to take their prize. When fighting breaks out however, the vanguard is outnumbered and Dufresne is indecisive. The pirates retreat back to the warship, and Flint uses the chaos to take command. Dooley accepts Flint's reinstated captaincy. 

Dooley annoyed.

When Silver tells the men that they will have to wait on the ship while the captain procures provisions in Nassau, Dooley reacts with indignance. He says that there hasn't been a vote and that he wants to go home. Dooley says that they just voted Flint back into captaincy and he's already skirting the rules. Silver then explains that because they're sailing a Spanish warship, the captain and quartermaster have to alert Hornigold, whose fort protects the bay from Spanish warships. Dooley replies that they are flying the Black, which shows their allegiance, however Silver points out that their flag is flying behind the massive red crosses of Spain on the sails. Dooley is still angry and demands a vote, but before the issue escalates any further, Logan claps him on the back and promises that it'll be sorted. Later that night, Dooley listens to Flint's speech before his and Hornigold's combined crews about the necessity of getting Vane out of the fort before they retrieve the Urca gold. Vane is given until sunrise the next day to surrender, or Flint and Hornigold will open fire.

While the crew waits for Vane's answer, Dooley helps prepare the cannons. At sunrise, with Van remaining in the fort, Flint and Hornigold give the order to open fire. After a sizable breach is made, Flint orders the crew to move ashore. After landing at the beach, Dooley helps Joji carry a crate of supplies from the boat. However, before the final assault can be made, Flint is called to the Tavern by Miranda Barlow.

While waiting for Flint to return, Dooley fixes a pistol for Williamson before Billy Bones arrives in the midst of the camp. Dooley and the rest of the crew rush to greet him, for they'd all thought that he was dead. Billy tells them that he fell overboard during the fight with the Scarborough and was captured by them, and that Flint tried to save him. The fight at the fort never materializes after Flint has a new plan to use Abigail Ashe to curry favor with her father and redeem Nassau with his help. The combined crew holds a vote in a warehouse over whether to elect Flint or Hornigold as captain. Dooley listens as Hornigold talks about Flint's treachery and untrustworthiness. He is disturbed when he hears the news that the gold is gone. However, after Silver's speech about how Flint offers them legitimacy, Dooley votes for Flint. 

Dooley remains on the crew of the Man O' War. En route to Charles Town, he listens to Silver gives an Account of Goings-On where he tells them about the first time he saw Charles Town and how he was awed by the fleet and walls defending the city. He also warns that the people of the city will be incredibly hostile towards them, and they will all need to be focused on helping Flint.

As night is falling, Dooley reports to Mr. Scott that he thought he saw something suspicious in the water. He remarks that it was probably nothing, but Scott tells him to tell the watch on the mainmast to keep an eye on it anyway. That night, Charles Vane and his men launch a surprise attack on the ship. Billy warns the crew on deck, and De Groot attempts to rally them in defense of the ship. During the attack, Dooley is able to grab a sword and kill at least one of Vane's men, but he was overwhelmed with the rest of the crew and captured. Before Vane can sail away though, Silver, who evaded capture, cuts the forestay, destabilizing the foremast and making sailing away impossible before he is caught. However, a boat from the Charles Town Fleet arrives and the Boat Captain informs them that Flint has been arrested, unaware of what has transpired on the ship, and that the pirates have until the trial’s conclusion to leave, or their ship will be seized or sunk. Vane tells his crew that Nassau is strongest when feared, and they cannot afford the statement of one of her most feared captains swinging over Charles Town. He then resolves to rescue Flint.

Dooley and the rest of the crew are then shackled and placed on the main deck, guarded by Vane's crew. When Jenks and Yardley take Silver from the crew, Dooley stands with his brothers and begin fighting the guards before they threaten to fire on them. However, this was a diversion that allowed them to discreetly take the keys to their bonds. They then attacked Vane's crew, killing or capturing them. Billy then brings the gravely injured Silver on to the main deck, and Dooley and Muldoon bring Silver to Howell. Against Silver's wishes, Howell explains that they have to amputate the leg, offering to clear out the room to do it with as few men as possible present. Dooley says that they aren't going anywhere, and with Muldoon holds Silver down while his leg is cut off by Howell. On the voyage back to Nassau, the crew elects Silver for his actions.

Season Three

Dooley proposes they investigate the abandoned Straight Arrow.

After the events of Charles Town, Flint declares that any magistrate in the New World who hangs men for piracy will receive a visit from him. The crew sacks St. Kitts, Nevis, Bridgetown, Martinique and eventually Bath. However, the raids grow more dangerous as time goes on, with the crew having to face Colonial Regulars in Bath.

On the way back to Nassau, the Walrus happens upon the Straight Arrow sitting at anchor, sails furled and Black raised. Dooley advocates that they investigate and find out what's happening. Dooley searches Hallendale's ship with Flint, Billy and Joji after it is found abandoned. They are mystified as to why the crew marooned their captain and abandoned ship. They are then forced to retreat once a British warship is spotted on the horizon. The crew of the Walrus is then offered pardons by Benjamin Hornigold, who accepted a royal pardon. Dooley then listens to Flint's speech, where he encourages the crew to resist the pardons. Flint says that they cannot fight due to Hornigold's superior position, however he convinces them to sail the Walrus into a tempest.

Dooley helps manage the rigging from the deck of the ship as the Walrus sails through the storm. The ship is battered by massive waves. The wind then drives the top of the masts into the sea, causing the ship to turn briefly on its side and nearly capsize. Flint then cuts away the top of the fore and main masts, righting the ship.  The crew then moves belowdecks while Flint pilots the ship on his own. After the ship is righted, Dooley discovers Silver belowdecks with Muldoon, who had drowned after being pinned against the wall of the hold.While the ship survives the storm, they are becalmed in the Doldrums , where there is no wind to move the ship, and much of the ship's food and water supplies were ruined by the storm.

The crew spends three weeks becalmed and starving. Dooley is in charge of the eel traps that provide a small stream of food to the crew while they are trapped in the Doldrums. Their supplies continue to dwindle and the traps aren't bringing in very much. Flint and Silver are able to save the crew from starvation by harpooning several sharks. Shortly thereafter, the wind picks up again, and the crew sails to an uncharted island.

On the island, the crew makes camp on the beach and rest. However, they are soon captured by a large group of Maroons, who lead the pirates to their camp deep in the jungle. Flint tells the crew that they have been captured by Maroons, escaped slaves. Dooley then points out that the crew has taken on many slaves in the past, and freed a lot of them, hoping that this would ingratiate them with the Maroons. Billy then points out that the crew has sold more than they've freed and even if it were otherwise, the Maroons would assume that anyway. At the camp, the crew is assembled before the Maroon Queen, who interrogates Silver as to how they arrived there. She then has the pirates locked in cages. Dooley is placed in a cage with Flint, Silver, Billy, Joji and Howell. Already inside the cage is Ben Gunn, who tells them that he is the last member of a captured crew. He then tells them that they will soon be forced to do hard labor, which will likely result in their deaths. 

Dooley and the crew are shocked to learn that the leader of the Maroons is Mr. Scott, who has returned to the camp after being injured helping slaves escape. Flint offers to negotiate a deal between them and the Maroons and if the Queen refuses, he will take her hostage in exchange for the release of his crew. Dooley is shocked when Howell finds the knife that Flint was going to use to take the Queen hostage. Flint is successful, when the crew is released, Dooley hugs Wayne, who was in a different cage during the ordeal. 

Dooley watches Flint duel Edward Teach.

Dooley journeys to Ocracoke Island with the rest of the crew so that Flint can reclaim the pirate fleet. He is part of the landing party that goes ashore. When no agreement can be reached between Flint and Teach, the two agree to duel, and Dooley loads Flint's pistol before it begins. He then watches as Flint nearly dies at Teach's hand, but Vane intervenes at the last minute.

The crew then sails back to the Maroon island. After briefing the Queen of the situation, the Walrus sails to Nassau to recruit allies and retrieve a cache of weapons. He goes with Silver, Billy, Joji and others into the tavern. Dooley stands behind a seated patron while Silver makes his speech about Flint's return. Dufresne then emerges and challenges Silver, calling him an invalid. Silver then strikes Dufresne to the ground with a tankard and then stomps Dufresne's head in with his prosthetic. The terrified patron attempts to flee but Dooley forces him back into his seat and puts a pistol to his head. After Silver's closing remarks, the group rendezvous with Madi, who was retrieving the weapons from her father's allies. After they get back to the ship, Dooley reenacts Silver's killing of Dufresne for the crew, stomping his foot against the deck in imitation. 

While Flint led a contingent to rescue Jack Rackham and retrieve the gems, Dooley remained on board. Dooley later brought Dobbs's attack of one of the Maroon Islanders, Chidi,to the attention of Quartermaster John Silver. Joji and Dooley keep the incident contained by locking both Dobbs and the Maroon in a cabin. When asked for an explanation, Dobbs says it was Chidi who chose the men from the Walrus crew to be tortured and killed when they were first imprisoned.  Silver and Dooley then  try to figure out the best course of action to prevent a civil war breaking out between the pirates and their Maroon allies. Silver rules out killing the Maroon, and Dooley suggests letting Chidi kill Dobbs to even the score. Silver rules that out too, saying that Dobbs has too many friends on the crew. Silver brings Madi to try and help resolve the situation, and she orders her man not to speak of the incident and if asked, to say that Kofi beat him after he spoke disrespectfully towards Madi. Under Silver's instructions, Dooley "corrected" Dobbs' transgression with the aid of his men. Several men held Dobbs down in his hammock while Dooley and Wayne administered a beating. 

As they sail back to the Maroon Island with Jack and the cache under pursuit by Hornigold, Silver and Flint come up with a risky plan to defeat Hornigold. They sail the ship into shallow water, with the Leadsman and Dooley monitoring the depth and then use the anchors to rapidly turn the ship, forcing Hornigold to either break off his pursuit or sail straight into their broadside. The crew then goes ashore, where they wait with the rest of the community for the announcement of Mr. Scott's death and subsequent funeral ceremony.

Dooley at the Battle of the Maroon Island.

Dooley acted as Flint's second in command of the ground forces and survived at the battle on Maroon Island. Dooley stays by Flint's side while their defenses are hammered by cannon fire from the British fleet. When the British land forces are deployed, the pirates are initially able to stem the tide when they exchange fire with the British troops. However, the British bring their mortars to bear and begin pummeling the pirates. Dooley insists that it's time to retreat but Flint wants to wait it out, however he eventually agrees with Dooley and retreats with his men into the jungle, leaving 50 dead or injured behind. 

The British troops are led by Dobbs, who betrayed the pirates and Maroons, to the Maroon Camp, where the British begin bombarding it with their mortars. However, at the signal of the blowing of a horn, dozens of pirates and Maroons jump out from the brush, ambushing the British, who are unable to form up and offer significant resistance. The British are thoroughly routed and forced to retreat. As the Redcoats fall back, Dooley aims a musket at a fleeing soldier, but Dooley stops him and shouts at the retreating Redcoats to tell Governor Rogers that Flint is coming for him. That night, the pirates and Maroons gather in the meeting hall in order to come up with a plan to retake Nassau.

Season Four

Dooley firing a musket during the Invasion of Nassau.

Some weeks later, the Pirate Fleet launches an Invasion of Nassau. However, the Walrus, the Defiant and the Eagle are grounded on Scuttled Ships in the bay, and Rogers's begin hammering them with the fort's cannons. Dooley takes cover while the ship was pummeled by cannon fire. After Flint gives the order to abandon ship, he made it into one of the longboats, but Rogers' sloops began firing at the fleeing boats. Dooley returns fire with a musket, ultimately making it to the fallback position on the eastern shore. There, the survivors of the invasion are met by Billy and his men. They then proceeded to Miranda Barlow's former home, which had been fortified by the pirates. 

Dooley participates in the fight at the Underhill plantation. However, they were unable to complete their conquest without damaging the alliance with the slave communities of the island, for the slaveowners had dispersed the slave families throughout the estates in case any of them fell to the pirates. If the slaves aided the pirates or by inaction, allowed them to take an estate, their kin would suffer in retribution. Flint attempts to lead the pirate army away but Billy defies him, leading to standoff between the two. Dooley takes Flint's side and fights Billy's men, before retreating when the militia arrives. 

Dooley retreats to an abandoned house with Flint, Madi and small group of Maroons and pirates. Flint and Madi remain steadfast in their plan to retake Nassau, despite Obi's objections. After Madi learns from Eme that Silver is alive and in the Wrecks. Silver and Israel Hands are almost captured by three redcoats before Dooley, Flint and Joji slit the soldier's throats. They then return to the abandoned house where Silver reunites with Madi and they begin planning their assault. Dooley notes that even if they could get through their outer defenses, they still have only ten men against what could be over 100 soldiers. Flint answers that everyone in Nassau knows what is expected of them when Long John Silver returns, all that remains is for him to return, with Eme promising to spread the word in town that Silver's return is imminent. Flint and Silver then lead the group of roughly a dozen pirates and Maroons into Nassau. They arrive at the square where Berringer is hanging pirates. The group is outnumbered, but their numbers are greatly increased by the arrival of Madi and Kofi with the townspeople. Now it is the Redcoats that are outnumbered. The two sides exchange fire before engaging in a brutal melee. Berringer nearly flanks them by placing troops with muskets on nearby roofs but Billy and his men arrive and take them out. The Redcoats are soon overwhelmed and Berringer is killed by Hands.

Dooley makes his way through the chaotic rioting of Nassau into the governor's mansion, where the pirate leaders are assembled. He brings word that the governor's council, led by Eleanor Guthrie, have barricaded themselves in the fort with several dozen soldiers. They also have an offer: twenty prisoners captured in the invasion in exchange for Max. Dooley voices his opinion that it is a good trade, as twenty men following orders would make a large difference brining Nassau back under control. Silver then asks where Billy is, Dooley replies that he saw Billy and his men down by the beach, and assumed they were keeping their distance. Dooley announces Billy's arrival at the mansion. He watches as Flint, Silver and Madi scold Billy for his actions at the Underhill estate. After they agree to Eleanor's offer of 20 men captured during the invasion in exchange for Max, Dooley escorts Max up to the fort and the exchange is made.

After Flint agrees to exchange the cache for the fort with himself as collateral, Dooley and Joji stand with Silver at the spot where the exchange is to take place. Billy thinks that he and Silver are double crossing Flint, with Billy being the one who gets to kill him. However, out of loyalty, Jacob Garrett reveals to Billy that instead, Billy is to be killed, with the official word from Silver being that it was Billy's fault the invasion failed. Jacob then rebukes the pirates for abandoning Billy for Silver even though Billy created Silver. Silver then sends out Israel Hands and Dooley watches as Hands kills Garrett and subdues Billy.

After the Spanish fleet is spotted, Dooley informs Featherstone that there are twelve ships total, eight of them being warships. Featherstone tells him that he is taking the Walrus and Dooley goes to tell Silver at the Underhill Estate. Silver decides to wait out the invasion in the fortified plantation, rather than risk being caught disorganized out in the open by the Spanish. While the pirates fend off the Spanish from behind the walls, Silver notices something, He asks Dooley how many men are watching the southern end of the cane fields and Dooley says four. They are then attacked by mounted Spanish lancers. Dooley attacks them, but the pirates cannot fight two fronts, and Hands sounds the retreat into the sugar mill.

The pirates hold the Spanish back but are surrounded. The Spanish then advance with horsemen with torches to try and burn the pirates out. Before they can succeed, the Spanish are attacked from behind by the slaves led by Julius. Silver then leads the pirates out to join in the fight, and Dooley fights the Spanish soldiers, driving them away. Flint arrives with Obi and three redcoats, bringing word of Madi's death. Silver then falls apart and Flint orders a retreat to the Walrus. Dooley says that they now have a better chance of defeating the Spanish but Flint points out that the Spanish will return with greater numbers, and the first time cost the pirates half their number. Dooley then goes to the Walrus with rest of the pirates and slaves. He arrives at the Maroon Camp and sees that pirates and Maroons from all over have journeyed there to help them end colonial rule in the New World.

After Rogers demands the Urca gems as ransom for Madi, the Walrus sails back to Nassau. At night, Flint sends Kofi and some men on a recon mission in the dead of night. The next day, Rogers is waiting for them on the Eurydice, having slipped behind them during the night. Dooley then spots the men from Kofi's mission on her rail, along with Madi. Rogers then executes the men one by one prompting Silver to order the cache be brought up. Rogers stops before executing Madi after seeing the cache, and sets sail towards Skeleton Island, the Walrus in tow.

Flint convincing Dooley to join his side.

At Skeleton Island, Flint privately talks to Dooley in the galley. Flint tells him the story of the island, how Avery found an ancient Spanish ship there and the crew had eaten each other alive. He explains that Billy chose the location to put everyone out of balance. Flint then tells Dooley that he fears that Silver's rationality has been compromised, and now he is in need of a new partner. Flint and Dooley then cut the throat of the sentry guarding the chest and prepare to jump out a porthole. Unbeknownst to them, the sentry is still alive, he discreetly attempts to raise his pistol at them and shoot them but the sentry is suddenly killed by Israel Hands. Hands says he knew this would happen but Silver wouldn't listen, so to drive the lesson home, he lets Flint and Dooley abscond with the chest.

Silver sends Hands, Joji, Adams, Colin and two others to hunt the two, retrieve the chest, and kill Flint. Flint and Dooley go in different directions in order to separate the group, allowing Flint to kill three of their pursuers. They then get the cache from a place they hid before they had split off and trek through the jungle. Dooley offers to kill Silver if it is required, so Flint does not have to bear that burden but Flint says once Madi is safe, Silver wills see reason again. They are confronted by Joji and another pirate. Dooley rushes Joji while Flint confronts the other pirate. Dooley fights furiously, but Joji is of superior skill. Joji is able to knock Dooley to the ground and pin his sword hand to ground with a knife. Flint kills the other pirate and engages Joji, barely surviving himself. Dooley and Flint then proceed to a cave where Dooley binds his wound and buries the cache. A while later, Silver finds Flint after Flint incapacitates Israel Hands. 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.

Quotes

Silver: "Last item! The powers that be have chosen a spot for our anchorage. One mile north-northeast of the western tip of the Hog well beyond the view of Nassau town. Watches will continue on schedule while provisions are secured via longboat."

Dooley: "Well, why ain't there been a vote?"

Silver: "I beg your pardon?"

Dooley: "Well, I want to go home. Back in the bay. Ain't no one ask what I think about it. We vote that f*ck of a captain back into his station and he's already skirting the f*cking rules."

Silver: "We're sailing a Spanish warship. Captain Hornigold's fort protects the bay from Spanish warships. I imagine the captain and quartermaster thought it self-evident that someone must go ahead and explain so as to avoid a reactionary attack from the fort."

Dooley: "We're flying the black. Doesn't it identify us?

Silver: "You mean behind the giant red crosses on the sails?"

Dooley: "I want to vote."

Logan: "Hey, don't worry. We'll sort it out."

- John Silver, Dooley and Logan in XI.

Trivia

• Dooley is first portrayed by a barely visible, uncredited extra in VI. before becoming a recurring character played by Laudo Liebenberg beginning with episode IX.
• Liebenberg is uncredited despite appearing onscreen in episode XIV.
• Dooley is the last character named killed by Flint.

Image Gallery

Appearances

Season One

I.	II.	III.	IV.
V.	VI.*	VII.	VIII.

*Portrayed by uncredited extra

Season Two

IX.	X.	XI.	XII.	XIII.
XIV.**	XV.	XVI.	XVII.	XVIII.

**Uncredited

Season Three

XIX.	XX.	XXI.	XXII.	XXIII.
XXIV.	XXV.	XXVI.	XXVII.	XXVIII.

Season Four

XXIX.	XXX.	XXXI.	XXXII.	XXXIII.
XXXIV.	XXXV.	XXXVI.	XXXVII.	XXXVIII.

External Links

Laudo Liebenberg's rock band "aKING" [1]YouTube playlist - [2]Facebook