LIAR: While one might expect a certain degree of lies from a pirate, Flint lies to his crew and even to friends on occasion. He believes he knows what's best for everyone else, and that the lies and schemes he creates are 'for their own good.' It's difficult for Flint to be honest with others, or to open up with them. Even when he is truthful, sometimes people still don't believe him, and that tends to push Flint towards even more lies. The more lies he tells, the closer he gets to his few friends finally abandoning him.
VIOLENT: Flint can go from measured scholar to cold-blooded murderer in a frighteningly short time. Sometimes it's because of anger, or even just to prove a point. Flint has no qualms about using violence to attain an end, to the point where even his own crew occasionally recoil at his savagery. Even at his best, the slightest provocation could set Flint off, simply because he's been so angry for so long that he's begun to see these displays as acceptable.
LONELY: Flint is a lonely man who grows more bitter by the day. He is quite simply, a tiring man to believe in, and not many would make the effort to do so. A man who can literally count his true friends on one hand, Flint is surrounded by acquaintances, ever the subject of nervous glances and hushed whispers from strangers. Between his legend, his nature, and his fear of appearing weak, Flint drives most people away and only becomes more bitter for it.
VENGEFUL: Flint considers the whole of England to be his enemy, and he'll stop at nothing to get revenge for the slight he feels England committed. No one, not crew members, or even his closest friends, will get in the way of his vengeance. So single-minded is he in his pursuit that Flint would easily ruin or endanger the lives of others for a chance to see his plan realized. He would do anything for a chance to injure England in some way, and a smart enemy could easily use this against him.
SECRETIVE: Even when someone manages to get Flint to tell the truth, getting any kind of meaningful information from him is like pulling teeth. He reveals only what information he deems necessary, even to friends, and even when the information revealed could drastically change things for the better. Confiding in others is a sign of weakness to him, a weakness that England or another enemy could exploit. He controls the flow of his own information, and that isn't a good quality to have when one also has a reputation for lying.
SELFISH: Perhaps the most dangerous flaw to have as a captain, Flint gambles with the lives of others when he sees a gain for himself, even and especially his crew. Innocent men have died just to settle a personal score of his, and his crew suspects just that, spreading no small amount of rumors to that end. Flint sees himself as king of his crew, despite the democratic process through which the crew governs itself. He is constantly in a balancing act between his own ambitions and keeping his crew from mutiny. All it would take to tip that balance is the right set of words and ideas.
MISTRUSTFUL CREW: Most of Flint's crew does not trust him farther than they can throw him, and for someone whose livelihood depends on that trust, that is not a good thing. Everything Flint does is subject to scrutiny by his crew: his motives for chasing prizes, his love of books, even his relationship with
The Barlow Woman, a quiet Puritan that several pirates erroneously believe to be a witch controlling Flint's mind. Rumors like these are not started by crews who admire their captain, and every day at sea is a balancing act for Flint. One day, a poke in the wrong direction will upset that balance, and he'll have a mutiny on his hands.
