This study set out to investigate masters of portrait photography including August Sander, who took only portrait pictures of the entire German people and tried to figure out the human character in the huge social structure, Felix Nadar, who showed what oil portraits achieved with photography based on his unique sense, and Yousuf Karsh, who put an emphasis on the inner expressions of people and locational relations between the face and hands and thus made sharpness and black & white prominent clearly in his works. The present study presented the investigator's works consisting of typical photographs in the ways that he planned and worked for two years. There were total 15 works expressing the periodic backgrounds of jazz musicians in the 19th century in modern portrait photography. In the investigator's portrait photography, freedom of expression was oriented toward the performance and communication with the world of the jazz artists, which means that the expression of their facial expressions during their performance makes a piece of art for the photographer and jazz artists and is the starting point of portrait photography as a creation for jazz artists.