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In 1938, Ramsey made headlines as she began to fly a Kansas airmail route – she was one of the first two women to fly the US Air Mail.
After suffering and recovering from a flying accident where she almost lost her leg, Ramsey joined the Women Airforce Service Pilots (WASP) in 1943. As a WASP, Ramsey learned to fly fighter planes and many other aircraft including PT-19, BT-13, UC-78, AT-6, P-39, P-47 P-51, and P-63 planes. She was one of only 26 WASP who flew a Lockheed P-38 Lightning.