Discover Drawing of the famous Cartoonist James Montgomery Flaggedited in 1908. Stories on the boat deck with travelers. Here new lay-out by Comic Books Restore !James Montgomery Flagg (June 18, 1877 - May 27, 1960) was an American artist, comics artist, and illustrator. He worked in media ranging from fine art painting to cartooning, but is best remembered for his political posters, particularly his 1917 poster of Uncle Sam created for United States Army recruitment during World War I