Side note;
A pirate ship is also the symbol of a free spirit.
well first off the flag means will never surrender without a fight behind ships ware mostly adorned by criminals or sailors in the old days the idea behind the criminals ship means that he stands outside of the law and will do what ever it takes to get by a kind or pirate mentality the tattoo also represents a nomadic type of person a person that does not fit into society's norms an outcast of sorts
so in short it means that the person wants to lead a life of freedom against all adversity and will pummel anything that gets in his or her way
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Jack Barakat has several tattoos.
On his website he says that the tattoo is of Two Wolves that represent his two children.
Jack represents unbridled savagery and the desire for power.
it looks like a cross but it is a sword. he got it when he was 16. he said for no reason.
Jack represents the defects of human nature that lead to the downfall of the boys on the island, savagery.