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Bobby, the owner of a 1989 CT56 named Naughty Dogs, sustained over $100,000 in damage to the vessel during a 48-hour solo passage rounding Cape Hatteras.0:23 The incident began with favorable conditions that deteriorated into 25 to 36-knot winds, leading to a mechanical failure of the engine or transmission.2:36 The situation escalated to the point where the owner required a rescue by the Coast Guard.1:27 The insurance company denied the subsequent claim, leaving the boat in a non-operational state.1:00 The owner documented the entire event and is offering the 35-minute footage as a pay-per-view feature on the sailingdoodles.com website to raise funds for repairs.3:20 While the vessel remains structurally sound, its systems require extensive work to return to service.4:54

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