The College Money Guys - November 2019


From Blackbeard to Jack Sparrow, pop culture teems with pirates who frequented the ports of the Caribbean. And while these pirates are well-known for their (sometimes fictional) accomplishments, the most successful pirate in history terrorized the seas of China instead. Her name was Ching Shih. Ching Shih, who was born Shih Yang, was working in a Cantonese brothel when she met the pirate Zheng Yi. He came from a long family of notorious pirates and was impressed by Ching Shih’s cunning. They married in 1801 and built a pirate empire known as the Red Flag Fleet. When Zheng Yi passed away suddenly in 1807, Ching Shih strategically maneuvered her way into leadership, taking control of over 60,000 pirates.

and a harsh disciplinarian. After taking control of the fleet, Ching Shih implemented a strict code of conduct. The code included rules for distributing booty, protecting female captives, and beheading anyone who disobeyed Ching Shih. Under her rule, the bloody crimes of piracy became a profitable business. The Red Flag Fleet would eventually clash with the British Empire, the Portuguese Empire, and the Qing dynasty of China, but no one could topple the pirate queen. After almost a decade of pillaging the high seas, Ching Shih decided piracy wasn’t the best retirement plan. In 1810, she walked into the office of a local governor-general, completely unarmed, and requested full pardons and government jobs for her entire crew — along with permission to keep all their stolen goods. In exchange, she promised to give up piracy for good. Thankful to be free of

the Red Flag Fleet, the Chinese government agreed to her terms. Ching Shih’s second husband was even made an officer in the Chinese navy. Ching Shih returned to Canton with her vast wealth and spent the next 34 years living a life of comfort with her family and running a gambling den. In 1844, the legendary pirate queen passed away of old age at 69, a rare feat for pirates of her era.

Historians describe Ching Shih as a brilliant military strategist, a skilled businesswoman,


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