As an instructor at the Art Students League in New York, Sloan quickly attracted a group of students during his summers in Gloucester. Classes consisted of outdoor painting—the primary reason Sloan left the city for summers in New England—where Sloan and his students ambled about the countryside, setting up easel and canvas on rocky outcrops and grass covered fields. Helen Taylor Sketching illustrates such a scene. Taylor was one of Sloan’s students, visiting Gloucester in the summer of 1916 from her home in Philadelphia.