At the age of 69 he moved to New York, where he was friendly with members of the Ashcan School of painters.
Examples of this abound, from the expressive naturalism and inventive compositions of the 15th century Netherlandish Schools to the Manhattan motifs and burly colors of the Ashcan School 500 years later.
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Among his close friends in New York art circles were members of the Ashcan school of social realism, especially Robert Henri and John Sloan.
Educated at the New York School of Applied Design for Women, Bishop was part of the loosely organized Fourteenth Street School, who were influenced by the realism of the Ashcan School.