Jack Leary began painting a few years after he retired and continued for the rest of his life. He preferred oil on canvas for its effect. He also preferred to work from photographic studies rather than to set up his easel in public locations. He took instruction from various teachers who influenced his style and taught him different techniques. Because he did not date or even sign much of his work and might come back to work from a photograph years after it was taken, it is not always possible to identify when a painting was made. For convenience, these paintings are grouped into the geographical locations where Jack lived or visited: the Schenectady Stockade, Maine seaside, Charlottesville Virginia and Myrtle Beach. There are also two unfinished paintings from York and Altamont.