James Montgomery Flagg was an American artist and illustrator. Flagg worked in media ranging from fine art painting, political cartooning, magazine illustrations, and United States military posters. He is best remembered for his political posters.The illustration shows a woman dressed in Stars & Stripes, symbolizing America asleep. After two and a half years of neutrality, the United States entered World War I on April 6, 1917.The model actress Mary Arthur was an American icon. She is personifying America and being told to Wake Up!””