Captain Kate Capsize
Kate Capsize was initially the first mate on The Limping Limpet, a ship searching for the legendary treasure Big Whoop on Blinky Island. The expedition failed, and their captain died from boredom while crossing the Sea of Beige Flotsam.
Afterwards, she settled on Booty Island, offering ship chartering services named Capsize Charters. With her glass-bottomed boat, she rented her expertise as a seaman and distributed leaflets in Ville de la Booty. Guybrush Threepwood hired her to find the figurehead of the sunken ship The Mad Monkey.
Later, facing slow business, Kate moved to Phatt Island, but upon arrival, she was framed for multiple crimes and arrested. Unbeknownst to her, Threepwood was the one who framed her, using her leaflet image to disguise himself on wanted posters.
After escaping from her arrest, Kate eventually discovers that Guybrush framed her and got married to Elaine Marley, the former governor of the Tri Island Area. Upon learning that they were spending their honeymoon at the legendary pirate haven known as the Sea of Thieves, Kate sells her boat and gathers a crew to restore the ship "Mad Monkey" as the "Headless Monkey" to pursue Threepwood.
Unfortunately, Kate's quest for revenge takes a tragic turn when the Headless Monkey shipwrecks at Sailor's Grave, resulting in the deaths of Kate and her crew, who become ghost pirates. Despite this, she manages to find her original glass-bottomed boat and decides to abandon her vengeful pursuit. Instead, Kate sets sail to try to resume living, both figuratively and literally, moving on from her past and seeking a new purpose.