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Gentleman of fortune

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Captain Jack Sparrow was considered to be a Gentleman of fortune.

"My lords! Lads, chaps, masters, esquires and gentlemen of fortune! I present to you such loveliness as to make you weep."
Auctioneer[src]

A Gentleman of fortune was a term which was used during the Golden Age of Piracy. It usually referred to a successful pirate or a notorious adventurer.

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