We have dated the painting to the early 1900's. The painting is of Jeffries in his prime. It is signed and the signature was extremely difficult to read but we think we finally figured it out. It turns out the artist lived down in the San Diego area at the same time as Jeffries lived there. Jeffries was 6 feet tall and the painting is 6'8" so it is a really impressive scale.
We had no idea when we got the painting that he was a famous boxer, we just knew we liked him. The ironic part is that an ephemera dealer happened to walk in our store for the first time the day we brought the painting in and immediately identified him. Because in his previous life he worked in the boxing world. What are the odds?