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Bilbo Baggins' plan in "The Hobbit" was to assist Thorin Oakenshield and his company of dwarves in reclaiming the Lonely Mountain and its treasure from the dragon Smaug. The fault in his plan lay in underestimating the dangers of the journey and the cunning of Smaug, as well as the complexities of dealing with their adversaries, including the greed of other parties interested in the treasure. Additionally, Bilbo's initial reluctance to fully embrace his role as a burglar and leader created uncertainties that complicated their quest.

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