In 1901 Wasey Sterry entered the Sudan Political Service and was assigned to serve as judge in the courts. In 1907 Wasey received the third class of the Egyptian order of the Medjidie from H.H. the Khedive of Egypt. He was appointed Chief Justice of Sudan in 1915. Two years later he became Legal Secretary to the colonial Government of Sudan and remained in this position until 1926.
Wasey Sterry was acting Governor-General of Sudan in 1923, 1924 and again in 1925. His tenure coincided with some early manifestations of Sudanese Nationalism in the form of the White Flag League although other than a minor mutiny in the wake of the assassination of Sir Lee Stack, it was quickly contained.
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