Over the past eight years, Iskwew Air founder Teara Fraser has grown her business and her staff—including bringing her daughter, Kiana Hill, on as Chief Operating Officer.

Teara Fraser was 30 years old when everything changed for her. She was on an aerial tour over the Okavango Delta in Botswana, her first time in a small plane. As the pilot banked the aircraft, allowing Fraser to catch glimpses of the animals below, she felt something shift.

“I was conscious that I was experiencing something unforgettable, one of those magical moments which we can only understand when it has passed,” Ms. Fraser says. Immediately, she knew: she wanted to become a pilot.

Born in the Northwest Territories, Ms. Fraser’s childhood travel memories took place in her family’s car, road-tripping in British Colu

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