The son of Rudolph and Lela Whisenhunt d'Olive, Charles Rudolph d'Olive entered the United States Signal Corps, Aviation Section, at Memphis, Tennessee on 28 April 1917. Following flight training in the United States and at Issoudun, France, he was assigned to the 93rd Aero Squadron at Vaucouleurs on 22 August 1918. As the third highest scoring ace in the 93rd Aero, d'Olive scored the squadron's first victory on the morning of 12 September 1918, shooting down a Fokker D.VII near Vieville-en-Haye. After scoring four more victories, he was reassigned to the 141st Aero Squadron as a flight commander on 28 October 1918. Discharged from the service in February 1919, he married in 1939, had two children and became a corporate executive in Iowa. d'Olive was a member of the U.S. Fighter Aces Association. He died of cancer in 1974.
The Distinguished Service Cross is presented to Charles Rudolph d'Olive, First Lieutenant (Air Service), U.S. Army, for extraordinary heroism in action near St. Benoit, France, September 12, 1918, First Lieutenant D’Olive, in conjunction with another American pilot, engaged and fought five enemy planes. Outnumbered and fighting against tremendous odds, he shot down three enemy planes and outfought the entire enemy formation.