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Jack MacArthur has been laid off from his second job in three months, is behind on his rent, lacking any job perspectives, and is flat broke. Jack's life only gets worse after he has a run in with local Boston mobsters. To get Jack out of his predicament, his three best friends join him on a reluctant mission to transport an illegal shipment for the mobsters from Gloucester to Nantucket Island for a hefty reward that will hopefully save Jack from his financial crises. The stakes are high, the potential rewards are plenty, the adventures are entertaining, and their chances of success rest only on the strength of their friendship.