Civil War Confederate Soldier. To be recruited in the elite Charleston Light Dragoons it helped that the prospective soldier had social standing in the community. Oliver Hering Middleton, Jr. had the needed patronage. He was the privileged son of Oliver H. Middleton, a large Edisto Island Planter and was a brother-in-law to the Dragoons commander, Colonel Benjamin Rutledge. Oliver enlisted as a Private into the Charleston Light Dragons (a unit that would become Company K, 4th South Carolina Cavalry) in Pocotaligo, South Carolina on January 4, 1863. Colonel Rutledge wrote that young Oliver was "entirely too genteel for camp…" Soon thereafter, on January 28, 1863, the colonel personally assigned Oliver to his staff as his personal secretary. In time, Oliver became bored with being a staffer; therefore he resigned from his brother-in-law's staff and rejoined the men in the rank and file. His parents disapproved of his decision. The loving parents naturally wanted their son to continue in his former staff position where it was relatively safe. Oliver did not heed his family's wishes – he remained a fighting cavalryman. Despite his perceived gentility, Oliver would, in time, prove his courage. The Charleston Light Dragoons had a quite easy time early in the war, but times changed. When the war ended, the Dragoons were veterans of some of the hardest fought battles of the war. One was at the Virginia battle of Matadequin Creek (Cold Harbor). It was here on May 30, 1864 that the young promising life of Oliver Middleton, Jr. was cut short. A Union minié ball "entered his shoulder, angled downward, and pierced his lungs before exiting his back." The mortally wounded cavalryman was captured by the Federals and died the following day as a prisoner-of-war.