Iles joined the newly formed
Civilian Pilot Training Program (CPTP), earning his civilian pilot's license in 1939. He became Quincy's first African American licensed pilot. On May 23, 1944, Iles graduated from the Tuskegee cadet pilot training school in its Class 44-E-SE, receiving his wings and commission as a 2nd Lieutenant. After completing 90-day combat and fighter training at
Walterboro Army Air Field in
Walterboro, South Carolina, the
U.S. Army Air Corps assigned Iles to the all-African American 99th Fighter Squadron of the
332nd Fighter Group, best known as the "
Tuskegee Airmen" or "Red Tails. On April 29, 1945, General
George Patton and his
Third Army liberated Iles, Brown, and 76,000+ other POWs when they captured Stalag VII-A. ==Later life and death==