Ernest Hemingway is a cultural icon: a literary force, haunted war veteran, expatriate intellectual, art collector, and archetype of adventurous masculinity. The author’s understated, much-admired writing style is best demonstrated in his many short stories. We will explore the man’s complexities and passions through the paintings he admired and 17 unforgettable stories of love, war, the sporting life, and a lost generation. Some of his seven novels, six short-story collections and two non-fiction works are classics of American literature and earned him the 1954 Nobel Prize in Literature. He has been the subject of films, biographies, blogs, and Ken Burns’ recent Hemingway PBS documentary.To delve deeper into our understanding, we may use AI chatbots to create our own Hemingway-like memoirs or short stories. Videos and resources on short story reading, art appreciation and AI chatbots will be provided. We will read The Short Stories of Ernest Hemingway: The Hemingway Library Edition (Scribner, 2018) which presents some of his classics alongside rare and unpublished material including early drafts and correspondence and his essay on the art of the short story.