At first glance, the name Theodosia pops out in the eyes of many broadway-enthusiasts. With the success off the widely popular musical Hamilton, “Dear Theodosia” stood out in a soundtrack full of instant classics. The ballad told of a love between a father and his daughter, but many people have never explored the tragic life of Theodosia Burr. Presumed dead after being lost as sea, many theories started to rise surrounding her mysterious vanishing. Her ghost is said to haunt her plantation The Oaks, along with the Outer Banks, Richmond Hill and Bald Head Island, where it is said that her spirit is chased by three headless pirates. The questions surrounding her disappearance seem to outnumber the answers. That may be the most tragic part of this entire tale.