Bart Roberts, The Tea Drinking Pirate
If a Pirate's Success was measured by the sheer number o' ships captured then Bartholomew Roberts be the most Successful Pirate in the Golden Age of Piracy! Posthumously he would be known as "Black Bart," n' while bein' an incredibly accomplished rogue, he is also known for his strict pirate code n' a lack of alcohol. Roberts preferred tea o'er rum! While this may have made him seem like a bit of a dandy, his crew would be unlikely to judge him, for they profited greatly from their Cap'n!
On Bart Roberts' ship a pirate was not allowed to gamble, party below decks after 8:00 in the evenin', or allowed to neglect the maintenance of their blackpowder or melee weaponry. Seducing or kidnapping a woman or a boy, n' bringing them aboard the ship was punishable by death. These be examples o' the policies that he enacted aboard his ships. With his achievements he was allowed to have strict policies.
O'er the course o' his three year career in piracy, Roberts was able to take 400-500 ships. Before he became a pirate, Roberts was a crewman aboard a slaver ship known as the Princess. When pirates captured the ship off the coast of Africa in 1719 he was pressed (forcibly recruited) into the crew as a navigator. He was quite reluctant, but when pirates see an asset, they do not take no for an answer.
Half a year into his pirate career, Roberts was chosen to be the Captain of his kidnappers. He began a pirating spree from Africa to Brazil, the Caribbean n' up the coasts to Canada. Off the coast of Brazil, Roberts was able to covertly capture a Portuguese treasure ship (the wealthiest in its fleet) n' extract it from a guarded fleet o' 42 ships with a two war ship escort. It took weeks of studying n' planning but the haul was estimated to set most men up for life. O'er three years Roberts was estimated to have made the equivalent of 100,000,000+ British Pounds in plunder.
His career was cut short by pirate hunters however. He died fightin' n' became a pirate legend!