A 73-year-old male presented to the emergency department (ED) with worsening shortness of breath (SOB) and cough over two weeks. One week ago, he was seen in clinic for similar symptoms and was prescribed amoxicillin. His symptoms got worse and he came to the ED next week. Physical examination was significant for dullness on percussion and decreased breath sounds on the left side of chest. His oxygen saturation was 70% by pulse oximetry on ambient air; was started on oxygen via non-rebreather mask at flow of 11 L/min with improvement to 88%.