Red Cherry Airlines started the first private airline in Saskatchewan with a Pheasant H-10 in 1928, using the aircraft for barnstorming charging passengers by weight for flights.
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From 1925 to 1927, he had his own flying service, giving joyrides and during this time also became a demonstration and test pilot for the The Pheasant Aircraft Company and Dayton Aircraft Company, flying the Pheasant H-10 in multiple events.