Duncan Walpole

He who increaseth knowledge, increaseth sorrow.

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Ah Tabai: "Where is the Assassin, Duncan Walpole?"

Edward: "Dead and buried, after he tried to kill me."

Ah Tabai: "We are not sorry to see him gone, but it was you who carried out his final betrayal."

—Ah Tabai and Edward Kenway discussing Duncan Walpole's betrayal and fate, 1716.^[src]

Duncan Walpole (1679 – 1715) was a member of the Assassin Order stationed in the Caribbean, during the early 18th century, who attempted to defect to the Templars. In 1714 Duncan arrived in the Caribbean and desired to be trained under Ah Tabai directly.Ah Tabai was shocked as Duncan was already a master assassin trained by the english brotherhood.Ah Tabai took him as a student and after months of intensive training Ah Tabai came to see him as one of his closes colleges.Duncan was asked by Ah Tabai to organise an attack with assassin bureaus throughout the Caribbean on the templar prison ship that held the sage. In June of 1715, the Royal Navy warship carrying Walpole, the HMS Intrigue, identified and attacked a pirate brig, the Jacobite, captained by Bramah. The pirates managed to de-mast the frigate, but soon found that their own weapon magazine had been hit. Boarding the ship, Walpole assassinated the captain, but was thrown overboard by the magazine explosion.

Shipwrecked in Cape Bonavista, Cuba, Walpole attempted to enlist the aid of the only other survivor - the pirate Edward Kenway - in reaching Havana. Edward attempted to haggle the price of passage, but Duncan threatened him with a flintlock pistol, but couldn't fire it due to wet gunpowder. Walpole subsequently fled into the jungle, and Edward gave chase before eventually cathing up to him.The two fought fiercly however Walpole was wounded in the explosion giving Edward the advantage Duncan was then killed.

On Duncan's corpse, Edward found a letter from the Spanish Governor of Cuba, Laureano de Torres y Ayala, referencing the cargo Walpole was bringing to him, a blood vial and maps pertaining to the locations of Assassin bureaus across the Caribbean. Edward chose to assume Walpole's identity and collect the reward himself.^[1]

Trivia

Notably, Duncan Walpole was the second cousin of Robert Walpole, 1st Earl of Oxford, the generally-recognized first Prime Minister of Great Britain.^[1]
Duncan was trained by both English and Caribbean assassins.