"Cloud Jockey" is someone who basically has their head in the clouds so often that they are considered experts and veterans of the territory. The term was spoken in, "Return Of The Killer Tomatoes" when referring to the cute and curvy air-headed girl that was made from a genetically altered tomato by the evil scientist, "Dr. Gangrene."
"I'm telling you, she's a real cloud jockey."
by dw8177 February 5, 2018
A cloud jockey is an awful airline pilot. Usually an inexperienced pilot or a pilot who is terribly bored with their commercial air career and misses flying single prop airplanes and controls the plane like a cowboy in an attempt to enjoy the feeling of flying. Either reason makes the whole flying experience suck for the passengers.
That cloud jockey was jerking the plane so much that the flight felt like a roller coaster, can we drive next time?!
by TYAMAHAS July 31, 2019