Summary: Hemingway was a disciplined fighter who fought against illusions and sentiments of a genteel America, using emotional reactions in his writing to put his soul at stake. Unlike Dos Passos, Hemingway put himself on the firing line, garnering both admiration and disdain. He defied categorization, being seen as an expatriate, aficionado, and tough guy, yet his works tackled deeper themes beyond stereotypes. Hemingway’s weaknesses, flaws, and failures stemmed from his supercharged emotional capacity but were balanced by his innovative techniques, inquiries, and risks. His exploration of masculinity, suffering, loss, and emotional victimization reflected his philosophical quest for the essence of human experience and new ways to express it. Despite criticism and anticipation of his downfall, Hemingway’s contribution to combating literary superficiality and bringing depth to American literature remains significant, defining him as a key figure in addressing the linguistic challenges of his time.