When it comes to luck, all odds are (usually) in Jack’s favor. A survivor at his core, Sparrow navigates from one challenge to the other. There are seemingly no limits to his calm but collected, witty demeanor, which is often what makes him such a great character.
While The Black Pearl’s Captain may not be the most intelligent out of all, he is actually quite knowledgeable and wise, plus his trickster nature would probably get him far. A master of improvisation who is always one step ahead, the legendary pirate would likely have a good time at the games.