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Shepherd remained in Washington for a further two years, still a real-estate magnate and a celebrated and influential member of Washington society In 1876, however, he declared personal bankruptcy and, once his accounts were settled, moved with his family to Batopilas, Mexico, where he made a fortune in silver mining and instituted many of the same reforms he had championed in the District of Columbia.
He filed for personal bankruptcy in 1976, and he died at the age of 63 on January 15, 1978, of cancer in Fort Lauderdale, Florida, following a two-month hospital stay.