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Augustus Featherstone is the navigator on the Colonial Dawn in the West Indies.

During the events of Black Sails: Season 2 Episode 5 XIII. played by Craig Jackson

Charlotte shows Rackham her design for his banner along with Idelle and Featherstone. Rackham rejects her design and Charlotte gets upset. Rackham tells Featherstone that he wants to set sail as soon as the bombardment stops. Featherstone starts to tell Rackham that the other pirates want some changes made to the ship agreements, but stops when Anne Bonny walks up. Later, Idelle asks Rackham to come with her and brings him to her room and Featherstone tells Rackham that the crew has two problems with the articles, one is Max getting a cut of the spoils and Anne.

During the events of Black Sails: Season 2 Episode 6 XIV. played by Craig Jackson

Rackham smiles as he sails on his new ship and Featherstone tells him that they should be about to come upon the True North. Featherstone offers to help Rackham if he needs it during the True North's capture and tells him that he heard his post on the Ranger was a political one. The Lookout spots ship sails and Rackham gives the order to take the True North. The Lookout then yells that a ship is following from behind them.

The True North Captain is tied to the mast and Linus Harcourt and his crew board the True North. Rackham introduces himself and Linus tells him that he has three options, their crews fight it out, Rackham and Linus fight, or they come to an agreement on splitting the spoils. Rackham shows Featherstone the list of what Linus is willing to share and Featherstone thinks they should accept it. Rackham attacks Linus and manages to slice him in the neck. They fight and Linus starts to beat Rackham, but then dies from his wound. Rackham tells Linus' crew that Linus refused to make an equitable deal and has Mr. Haines release the crew from the True North. He then invites the Goliath's Quartermaster to come and make a more equitable deal.

During the events of Black Sails: Season 2 Episode 8 XVI. played by Craig Jackson

Featherstone storms into the brothel and walks right past Idelle. He goes to Max's office and asks her and Rackham how he is supposed to gather that much gold and bring it back without anyone else knowing. He asks where they are going to put the gold once they get it. Max then tells Featherstone to continue what he is doing and the plan will work. Featherstone, Rackham and Max come up with a plan to store the gold and Rackham comes up with the idea to store the gold in the fort. At the fort, Featherstone admits to Rackham that he is in love with Idelle. Rackham has the doors to the fort broken down and he and his men enter the fort and find it empty, except for a Richard Guthrie's body.

During the events of Black Sails: Season 2 Episode 9 XVII. played by Craig Jackson

Anne returns to the island and warns Rackham and Featherstone as they are about to be attacked by Pirate Thug and the other thug. Anne kills Pirate Thug and then kills the other thug. Rackham, Featherstone and Anne go to the brothel and Max tells them that Mr. Stayton and Mr. Atz are dead and tells them to leave as soon as possible.

During the events of Black Sails: Season 2 Episode 10 XVIII. played by Craig Jackson

Featherstone finally tells the crew of their mission to get the Urca gold. Later, Street Kid Runner tells Max that Rackham is back and she and Idelle run to the beach where Rackham shows them all the gold they recovered.

During the events of Black Sails: Season 3 Episode 1 XIX. played by Craig Jackson

Captain Charles Vane and his crew are chasing a ship when he tells Featherstone that the ship is throwing their slaves overboard. Vane's men board the ship and Slaver Captain is then thrown overboard with a heavy chain tied to his legs.

During the events of Black Sails: Season 3 Episode 2 XX. played by Craig Jackson

Warren goes to Featherstone to get 500 pieces of gold. Rackham realizes that Warren was asking for 500 pieces two days ago and Warren tells him that he lost the last amount. Featherstone suggests to Warren that he withdraw a smaller amount due to his inability to keep track of his gold, but Warren asks for 500 pieces.

During the events of Black Sails: Season 3 Episode 3 XXI. played by Craig Jackson

Max tells Rackham, Vane and Featherstone about the incoming fleet and when they are expected to arrive. Rackham comes up with an idea to protect the bay with various crews including those belonging to Burgess, Woodall and the Cockrams. He continues that if they present a large show of force, the British may turn around and leave.

During the events of Black Sails: Season 3 Episode 4 XXII. played by Craig Jackson

A group of pirates including Knocking Pirate gather at the fort and demand that Rackham give them Vane. Rackham has the gate opened to the fort and then shoots Knocking Pirate dead before closing it again. Featherstone tells Rackham that their crew have voted and they and they want Vane removed from the fort as they think the new governor might let them keep the fort and the gold. Rackham tells Vane, Anne and Featherstone that he has set the explosives and they are about to go off. He tells Vane that he will cover Vane's escape, but he and the others plan on staying.

During the events of Black Sails: Season 3 Episode 5 XXIII. played by Craig Jackson

Featherstone receives his pardon from the Pardon Clerk. Featherstone tells Idelle about his pardon and asks her if he being a humble bookkeeper will make him less attractive to her.

During the events of Black Sails: Season 3 Episode 6 XXIV. played by Craig Jackson

Idelle helps Featherstone get dressed. Featherstone sees Rackham and wonders why he is back at Nassau. Rackham tells him that he is annoyed to see how easily Rogers has made everything work.

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During the events of Black Sails: Season 3 Episode 7 XXV. played by Craig Jackson

Eleanor Guthrie tells Max that Spain demands Rackham and while they are talking, Featherstone walks in and notices Max seems flustered. Idelle sees Featherstone standing outside Max's office and he starts to tell her that he heard them talking about Rackham, before he stops himself. As Featherstone is walking, he is pulled into the shadows by Vane and Featherstone tells Vane that Rackham is to be handed over to the Spanish. Featherstone asks Idelle to gather information on where Anne is to meet for the exchange. Featherstone tells Vane that they have to come up with a plan that gets Rackham back. Idelle then tells them where Anne is to exchange the jewels.

During the events of Black Sails: Season 3 Episode 9 XXVII. played by Craig Jackson

Featherstone and Idelle ride to Miranda Barlow's house where Billy Bones is writing anti-British rule propaganda, while Ben Gunn sits nearby. Billy tells them his plan of rescuing Vane. Featherstone says they don't have time as Vane is being shipped to England tomorrow, but Billy tells him his plan of buying time by trying to force the authorities to try Vane in Nassau. Featherstone hurries back to Miranda's house and tells Billy that Vane is to be executed in the morning.

During the events of Black Sails: Season 3 Episode 10 XXVIII. played by Craig Jackson

Billy, Jacob Garrett, Idelle, Featherstone, Wayne, and Ben come up with a name for John Silver to use for their propaganda and come up with the name Long John Silver.