Squiddly Diddly Squiddly Diddly is an aspiring musician who makes many attempts to escape and attain musical stardom, but he is constantly foiled by Bubbleland's administrator Chief Winchley. In some episodes, Squiddly Diddly manages to escape, but chooses to return to Bubbleland after finding the outside world to be too harsh. Other times Squiddly and Chief Winchley would have to work together to solve problems in Bubbleland. The cartoons show people applauding Squiddly Diddly's musical talents, but often depict terrified people who mistakenly believe that octopuses are hostile.