In a report by Sky News, the rapper had trained intensively for the stunt which involved rapping while walking on the wings of a plane.
When the plane lost control, the 34-year-old musician had not time to release his parachute leading to the fall.
"As Jon got further out onto the wing of the plane, it caused the small Cessna to go into a downward spiral that the pilot couldn't correct," said his management in a statement to Canadian press.
"Jon held onto the wing until it was too late, and by the time he let go, he didn't have time to pull his chute. He impacted and died instantly," read the statement.
The management further said the plane landed safely and the pilot was safe.
His body was found in a field in the community of Westwold, northwest of Vernon in British Columbia.
However, it was not the first time the musician tried such as stunt as a he was an accredited professional skier who turned to music after suffering a broken back.
His 2015 video for his Hello track, attached below, shows the musician jump of a plane in a video shoot.
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