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Oliver came to the Big Harbor to help with some extra work. He was disliked by George and Owan and especially loved to bump and bully Theodore, not matter how hard Theodore tried to be friends with him. Finally, the Dispatcher sent Oliver back home for his bullying. However, in spite of this, he still charters from The Big Harbour to his harbour acting as a "spare" tugboat for heavier work, much to the annoyance of the Big Harbour Tugboats!