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10 of the Most Successful Pirates (and What They Teach Us About Work)

by Staff
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Any list of pirate lessons has to start with the negative example of Stede Bonnet, the most ridiculous (but kind of amazing) pirate in history. Most “golden age” pirates got into their line of work because they didn’t have many other options, but not Stede Bonnet. The Gentleman Pirate was from a rich family, and lived the settled, comfortable life of a family man in Jamaica. But one day around 1716, for reasons lost to history, Bonnet left it all behind for the dangerous, violent life of piracy. He bought a ship, named it The Revenge, hired 70 experienced men to run it, and set out to sea.

It did not go well.

After a few small victories mostly thanks to his experienced crew, Bonnet was severely injured after attacking a Spanish Man-o-War. He then entered into a “partnership” with Edward “Blackbeard” Teach, a terrifying actual pirate. The team-up ended with Teach double-crossing Bonnet and stealing The Revenge and all the sweet, sweet booty they’d stolen together. Rather than returning home to lick his wounds, Bonnet vowed revenge against his former friend, got a new ship, and started doing more pirating. He seemed to be getting the hang of it too, until he was captured by pirate hunters, tried, convicted, and executed in 1718.

What we can learn: Your work friends aren’t really your friends.

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