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Baloo's bad spelling hampers Rebecca's attempt to go into the skywriting business. Meanwhile, a notorious criminal uses the skywriting to attempt to send coded messages to his henchmen and hold Cape Suzette for ransom.
While he is in school, Kit constantly misspells "spinach" in front of the class, always being corrected by his teacher. Baloo is dismissive of the incident, claiming that correct spelling is overrated. Rebecca objects, particularly as she's decided to hire him out as a skywriter. Despite a disastrous first run, Higher for Hire is contracted by a man named Weazel to write a message.
Though Baloo makes a small error, his message is correct enough for its intended recipients: a pair of raccoon criminals. They prove to be among the many criminals aligned by Heimlich Menudo, a mastermind who stumbled upon coded skywriting messages as a means of instructing his minions. The rising crime rate soon alerts Detective Thursday, who comes to suspect a fiendish plan. Weazel then hires Baloo to skywrite another message for Menudo, unwittingly dropping a code book as he does so.
Baloo's latest corrupt message signals the start of Menudo's plan, the Heimlich Maneuver, and gets him and Rebecca picked up by Thursday. The detective briefly suspects Baloo and Rebecca of orchestrating the plan, unaware that the real scheme is going into effect. A fleet of small blimps carrying Menudo's minions swoops into town, while Thursday discovers that that Baloo has been employed by Weazel, who is a notorious gangster. Thursday decides to take advantage of the situation, only to walk outside to see Menudo's ships swarming above the city.
Then Baloo reveals to the detective that Weazel dropped a book that he hands to Detective Thursday. The detective looks over it and sees it is a list of secret codes that all depend on what Vowel is used in a certain position of a certain word. The next day back at Higher for Hire Weazel shows up with a paper that he wants Baloo to put in the sky. After he leaves the detective comes out and sees that the paper says "Wait Until Dark" on it. He reads out of the book revealing that the word Wait gives the order to blow up the city. So he changes the first word from Wait to Weight. He reveals that if Baloo spells this one correctly it will shut the whole operation down because it will tell them to go out to sea, drop all bombs and deflate the airships.
Then all of a sudden Rebecca takes the piece of paper and uses tape, a stapler and glue to hold it to Baloo's shirt so he does not lose it this time. Baloo and Kit get into the sea duck and go up to start putting the message in the air. Because Baloo can not read the message due to how high up Rebecca put it on his shirt he takes his shirt off in order to read it but the shirt gets sucked out the window. He and Kit start to write it in the sky but because he puts the I and E in the wrong order in the first word the criminals in the blimps are being told to attack City Hall.

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