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    Home » Zheng Yi Sao, The Pirate that Ended Up Operating a Casino
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    Zheng Yi Sao, The Pirate that Ended Up Operating a Casino

    Rhys GregoryBy Rhys GregoryAugust 20, 2025Updated:August 20, 2025No Comments
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    She ruled the South China Sea with iron fist thanks to a shrewd eye for profit, and then retired to run a gambling house. Zheng Yi Sao, known in the West as Ching Shih, turned piracy into an efficient business empire, but spent her last few years in a quieter, lucrative enterprise on land.

    How She Ended Up Rulemaking an Empire

    Born as Shi Yang in Guangdong around 1775, Zheng Yi Sao entered history marrying the pirate Zheng Yi in 1801. When he died, six years later, she took command of his coalition, the Guangdong Pirate Confederation, which coordinated six color-flag fleets patrolling the coast. At its height while still under Zheng Yi, the confederation mustered close to 400 junks and between 40.000 and 60.000 thousand pirates. She governed through alliances, discipline and fear. She was less of a romantic corsair, but closer to a strategist who understood logistics, loyalty, and the price to pay for disobedience.

    Under her leadership, the confederation fought or threatened different powers from the area. The Qing dynasty, the Portuguese Empire, and the British East India Company were her tougher rivals. The confrontations against them were not chaotic raids, like other pirates operated, they were calculated shows of force that kept tolls, provisions, and safe passage fees flowing to her fleets. The Black, Blue, White, Yellow, Purple, and dominant Red Flag fleets formed a maritime cartel, and Zheng Yi Sao was its unofficial chief executive.

    The confederation operated from nodes, like Lantau Island and the Pearl River Delta… that became a dramatic issue when the Sino-Portuguese blockade of Tung Chung Bay in late 1809 started. Zheng Yi Sao and her second husband, Zhang Bao, were able to break it, so the confederation regrouped and returned to sea on its own terms.

    Amnesty, Entrepreneurship, and a House of Chance

    After the blockade, the calculus started to change. Years of costly clashes battered provincial budgets and thinned government squadrons, which prompted an idea: to negotiate Zheng Yi Sao’s surrender. She achieved amnesty, the right to retain a substantial flotilla, and protection from prosecution for her followers. Sources record that she personally kept a command of twenty-four ships and more than fourteen hundred sailors, which helps to give an idea of how powerful she was.

    That deal unlocked phase two of her career. She and Zhang Bao shifted from outlaw commanders to recognized figures, and she parlayed years of logistical savvy into peacetimes business. In Guangzhou, Zheng Y Sao operated a gambling house, where she started running some of the games we can see at Spin Casino nowadays. She died in 1844, having lived several decades beyond her piratical prime, and is described as history’s most successful female pirate, if not one of the most successful pirates, full stop.

    Her story is very different from the clichés about piracy. Instead of endless broadsides, hers was a career of coalition-building, negotiation, and transition from the seas to the land. She was intelligent enough to read the political situation, which helped her survivability. Zheng Yi Sao showed that the sharpest weapons in a pirate queen’s arsenal could be a contract, a balance sheet, and the ability to choose profit over pride.

     

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    Please gamble responsibly and in moderation.

    For more information on the tools available to help to keep you safe or if you want advice or support you can call the National GamblingHelpline on 0808 8020 133 (England, Scotland and Wales or visit Gamblingtherapy.org).

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