This document presents the case of a 50-year-old male smoker with COPD who presented with acute dyspnea and left chest pain for 3 days. On examination, the patient was dyspneic with decreased breath sounds and chest expansion on the left side. A chest X-ray showed a 41% pneumothorax on the left. A tube thoracostomy was performed and the lung re-expanded. The tube was removed after 2 days and the patient was discharged on medications with instructions to follow up after 1 week.