Gann was born October 13, 1910, in
Lincoln, Nebraska, to George Kellogg Gann (1884–1958) and Caroline May Kupper (1890–1945). George was a telephone-company executive in Lincoln, Nebraska; St. Paul, Minnesota; and Chicago, Illinois. Rebelling against his father's strong desire that he seek a career with the telephone business, Ernest pursued several other interests as he matured. He was fascinated by topics including photography, movie-making, and aviation. As a young man, he showed little interest in school and performed poorly. His parents decided that he needed discipline and that he should attend a military school. He was sent to the
Culver Military Academy for his high school years. While working on the documentary
Inside Nazi Germany in 1936, Gann fled back to America as
Hitler's troops marched into the
Rhineland. rekindled his interest in aviation. Gann convinced some of his theater friends,
Paul Draper and
Burgess Meredith, to join him with flight lessons. Draper and Meredith's flying interests tapered off, but Gann thrived in aviation and soon bought a
Stinson Reliant which he lost shortly thereafter in a hangar fire. He used the insurance money to purchase his second airplane, a
Waco A biplane. After earning his pilot certificate, Gann spent much of his free time aloft in the Waco A, flying for pleasure. However, the continuing
Great Depression soon cost him his job and dried up employment opportunities in New York. Gann sold his house and airplane and relocated his family to
Hollywood, California, in search for work in the film industry. While hunting for movie work, Gann found great pleasure in the "honest work" he found in aviation. He worked as a flight instructor and chartered flights for Lewis Air Service at the
Burbank Airport and began to write short stories in his down time. Unable to find permanent employment in either the movie industry or the aviation industry, Gann and his family moved back to New York. He was hired as
Norman Bel Geddes’ personal assistant which included duties as a pilot. Gann was fired after Bel Geddes' play
Siege failed. Gann then found work as the General Manager for
Vinton Freedley's Broadway musical
Leave It to Me!. Gann was fired in the middle of a play and vowed to leave the theater industry behind for good. Gann sold everything he could, and moved into a rental cottage near Christie Airport determined to find work in aviation. ==Airline career==