It's bear vs machine when baloo enters a race against a robot pilot to prove that a good old fashioned pilot is better than a machine. The catch is, if he fails all of the pilots in Cape susette will be out of work.
Rebecca takes over flying the Sea Duck after Baloo's license is temporarily suspended while trying to evade air pirates. The move causes havoc as Higher for Hire attempts to deliver a block of ice to a wealthy desert prince.
Baloo and Kit buy the treasure chest of captain wan too many. Inside the chest is a smart mouthed parrot that Kit quickly becomes attached to and Baloo quickly becomes annoyed with. The parrot however knows of a hidden treasure and that makes him wanted by the fierce pirate don Karnage.
Becky's latest money making scheme is to get into the sky writing business. However her ace pilot Baloo and her navigator Kit can't spell worth beans. This spells trouble when the syndicate are using hire for hire to write their hidden messages.
Baloo and kit search for a lost idol. Which surprisingly enough they actually find but it gets stolen by the evil little colonel Spigot. Can Baloo get it back by using the advice he gave Kit about using your brain instead of your brawn?
Planes and pilots and are mysteriously going missing. So Shere Kahn dupes the dimwitted Baloo and his sidekick Kit Cloudkicker to go on a dangerous mission as his decoys. Can Baloo do what all of the other pilots failed at? Should be no problem for the "greatest pilot in the world".
In part two of this exciting adventure, Baloo and Kit are captured by the villainous Don Karnage and his gang of pirates. Baloo, however, is severely down in the dumps and out of confidence because of him crashing the Sea Duck into the ocean. It is now up to his faithful friend Kit to help pull him out of his depression and get them to escape.
It's a lesson in not judging books by their covers for Rebecca. When she gets hired by the rich snobs Muffy and Buffy. Rebeca and Baloo get in big trouble when expensive diamonds go missing and the ownership of the seaduck becomes in jeopardy. Can Louie the monkey Becky misjudged save the day?
Baloo's favorite record gets smashed and it turns out there's only one more record like it in the entire world and it's priced at $100. The problem is that his little buddy Kit only has $50 to lend him. Rather than work for the other $50, Baloo promises to turn Kit's money into a fortune the easy way, and give Kit double his money back!