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Reuben is a pirate in the West Indies.

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

Captain Benjamin Hornigold and Dufresne take a boat to Nassau. Ellers asks Blackbeard why they are letting Hornigold inside Nassau and Blackbeard tells him if they shot upon Hornigold, half of Nassau would be at war with the other half.

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

Captain Vane and Blackbeard make it onto Blackbeard's ship and Blackbeard has Reuben give Vane his spy glass so he can see that Eleanor Guthrie is on Woodes Rogers' ship, The Delicia. Later, Vane gives a signal and the pirates on the ship jump off and he directs the ship directly at Rogers' ship. Vane's ship erupts in flames and Vane jumps from his ship. Pirate Recruit 1|Ellers tells Blackbeard that the pirate fleet is on its way and Vane's fire ship rams into one of Rogers' other ships and the pirate fleet escapes.

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

A ship is spotted and Reuben tells Blackbeard that it is a Spanish vessel. Blackbeard's crew overtakes the Spanish ship and Blackbeard goes below deck with Reuben and Ellers and find a Spanish Officer locked in a room who shoots himself in the head when they enter the room. While Blackbeard, Vane, Reuben and Ellers are searching the Spanish documents, they find a rough draft of a plan to invade Nassau.

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

Captain Flint and his crew land on the beach and are greeted by Blackbeard. Later, Blackbeard challenges Flint to fight with pistols and then swords over who shall claim the fleet. Dooley and Ellers prepare Flint and Blackbeard's pistols. The Referee Pirate gives the rules of the engagement which includes no quarter given. In the first round, Flint manages to shoot Blackbeard in the temple, but Blackbeard manages to get up and attacks Flint with his sword. Blackbeard beats Flint in sword-fighting and as he is about to kill Flint, Vane steps in and forces Blackbeard back. Blackbeard then walks up to Flint and tells him take Vane with him and leave.

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

Blackbeard tells Ellers, who is disguised as a British Navy sailor along with Blackbeard's other men, to get his logbook. Rackham suggests to Blackbeard that they try to appear to be horribly incompetent, so Captain Chamberlain underestimates them. Blackbeard then follows his advice and raises his pirate flag.

Chamberlain orders his ships to fire upon Blackbeard's ships and Anne Bonny and a small group of pirates jump into the water under cover of smoke. Hornigold's Boatswain has his men continue to fire upon Blackbeard's ship, but is then boarded by Anne and the pirates who kill him and his crew. Anne has the pirates on Hornigold's ship fire upon the British Navy ships. Chamberlain then orders Chamberlain's Lieutenant to order the retreat.