James Montgomery Flagg (1877–1960) was one of those rare naturally gifted artists who seemed to be practically born with a pencil or paintbrush as an appendage.
By the time he was 12 years old, he had sold his first illustration―not to a family member or friendly neighbor―but to Scribner’s St. Nicholas magazine. By the age of 14, he was regularly contributing illustrations to Life magazine. He was a staff member of Life magazine’s primary rival, Judge, at 16.