Man and Machine
He was an adventurer and a risk-taker, always willing to test the limits of man and machine. Wincapaw made it so that he could earn a living in the skies. He started out transporting lobsters and flying seaplane charters. According to the New England Historical Society, as his experience and career progressed, he became a skilled floatplane pilot.
The plane used in 1929. Source: flyingsanta.org
He would carry mail and supplies to remote communities along the coast. Soon he found himself transporting sick and injured people to safety as well as helping them get medical attention. Wincapaw was a risk-taker, and he would fly when others wouldn’t, as it was typically dangerous to fly through storms and heavy fog. Bad weather didn’t stop him.