Born in Liberty, Indiana, Jay Hall Connaway was fascinated by coastal life and marine scenery, an attraction that had profound effects on his life and artwork. After periodically studying at the Art Institute of Indianapolis and at the Art Students League with William Merritt Chase, Connaway traveled throughout the United States.ndertake further study in Paris at the Academie Julian and at the Ecole des Beaux-Arts. Encouraged by Robert Macbeth (Macbeth Gal., NYC) and artists Paul Dougherty, Emil Carlsen, and Frederick Waugh, he spent 1922-25 painting at Head Harbor, ME. From 1929-31 he was painting in Brittany and Paris, sponsored by Macbeth and Milch. Returning in the midst of the Depression, he and his family settled at Monhegan Island, ME year-round from 1931 until 1947. when they moved to Dorset and then Pawlet, VT. A popular landscape painter with robust brushwork, he gave lectures and demonstrations around the country. He ran a summer school at Monhegan until 1947, and at Dorset, VT until 1966. His work was featured in an unprecedented 85 one-man shows, evidence of his successful and widely renowned career as a skilled sea painter.