“I’m dishonest, and a dishonest man you can always trust to be dishonest. Honestly. It’s the honest ones you want to watch out for because you can never predict when they’re going to do something incredibly … stupid.”
No matter how many people work under him or how many people befriend him, Jack never trusts them, be it Gibbs, Will Turner, Elizabeth Swann, or Tia Dalma. As Jack himself says, you can always expect him to be dishonest and untrustworthy. He knows that he can ultimately only count on himself and trust in his own intelligence. He also knows that honest people are unpredictable and dishonest people cannot be counted on. This is why he never fully reveals his plans to others and ends up surprising or shocking everyone at the end of the movie. On most occasions, this quality proves to be very useful and brings him success.
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