Shere Khan is in his office talking about this year's Air Hunt, as he tells his assistant to raise the prize money to $10,000. McWhitley, Khan's assistant, worries since it was double from last year. Khan reassures him while choking him, saying that everything will be all right.
Meanwhile, at Higher for Hire, Rebecca suggests that Baloo enters Shere Khan's Air Hunt contest, but Baloo objects. Baloo doesn't want to enter the contest because he knows it's rigged, since Khan's pilots always win in addition to saying that there's nothing to change his mind about his decision. Rebecca then tries to convince Baloo by saying how him entering the contest will increase customers and saying that the contest is worldwide this year. Baloo then looks for his camera and tells Rebecca he's looking for it so he can take pictures of various things around the world. From there, Rebecca was convinced that Baloo wanted to participate in the contest.
The day of the contest came in which various of Khan's best pilots would be participating. A couple of Khan's pilots say to Baloo to give up already since he doesn't stand the chance. Baloo responds by saying he'll win it as well as generating business for Rebecca in the process. Shere Khan then began to speak as he says about how the Air Hunt tests various skills of a pilot and the announcement of the $10,000. Khan then tells his assistant that his pilots always cheat and win, explaining why he always gets back his money and gets free publicity in the process. Then, a pilot named Nancy tells Shere Khan that she's new at being a pilot and how she's going to win the prize. Khan responds sarcastically that she'll win as the other pilots laugh at what Nancy said. Khan then waves a green flag, signaling the pilots to get to their planes.
Khan's pilots left first as there was a lot of wind in the skies. The pilots needed to slow down in order to avoid crashing as Baloo is complaining how a normal pilot wouldn't do something rotten and noticing that Khan's pilots are willing to do anything to win.
- Khan's top pilots that resemble Bagheera are colored orange in the images of the book instead of their traditional black color, like in the TV series.