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Madeline Yale Wynne received technical training from her father, Linus Yale Jr., inventor of Yale locks, and studied at the Museum School of the Museum of Fine Arts, Boston, from 1877-1878 and the Arts Students' League in New York City in the spring of 1880. Madeline Wynne distinguished herself as an artisan, particularly in metalworking. She spent her summers in Deerfield, Massachusetts, where she actively contributed to the town's Arts and Crafts movement.