Gene Roddenberry, odd duck though he was, was a USAAF B-17 pilot and flew 89 combat missions during the war. Postwar he flew for Pan American.
One of the very first editions of Private Pilot magazine carried an article called "Captain Kirk and the Cardinal," featuring Bill Shatner. It was a pilot-report-type article on the new 1969 C-177A Cardinal, through the eyes of Shatner, then a low-time private pilot.