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Our only chances are as follows:
>Watterson gets a brain tumor or concussion that makes him do/say crazy shit like deciding to license out the series
>Watterson croaks and whoever is in charge of whatever estate he leaves behind decides to sell.
>clerical error delays proper paperwork being submitted in time to renew copyright, therefore making the characters public-domain and it becomes a free-for-all for anyone e willing to cash in.