 Later that same year, Shaw fought at the Battle of Antietam, the bloodiest single day of the Civil War. Shaw had been slightly wounded at Front Royal and escaped another close call at Antietam, where he suffered a slight wound to the neck. At this point, Shaw was 24 years old, twice wounded, and his regiment had been badly bloodied at Antietam. He had already done plenty for the Union cause. But Shaw's greatest moments and sacrifices were yet to come.