"When you jump, your upward velocity is for a moment, greater than the Earth's so you rise above it. But after a few moments, the Earth's increasing velocity due to its acceleration eventually catches up." This would mean once a plane levels out at 36,000 ft, the Earth would eventually catch up to it. The plane never tilts up after its leveled out to compensate for the upward momentum of Earth. Therefore, according to the Flat Earth Society logic, the Earth would catch up to the plane.