ok first, what bonus does jolly roger give exactly and what is its range?
second when you throw the hook on someone they become disabled?
Jolly Roger gives the chance to gain extra loot (I’ve gotten many more exp card drops with it), steal more money (if you do this, be sure to compare your money through inventory, coin roll is broken for this skill), and give more damage to whoever is in your party provided you are leader. It only really shines at lvl 5 & beyond though, so if you plan to get it, max at least the first circle.
Iron Hook has a very good range and is great for PvP. The skill to pull them in however doesn’t do much damage and it’s best to just use it for utility then bust out your other skills to bash them over the head.
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In addition, the pillaging chances are level dependent…so if you want to farm rare items…max this if you want 
jolly roger raises attack? by how much? is it different from lvl 5-15 in attk bonus?
it raises the attack per combo…for now since i got jolly rogers in level 1…its +5 damage per combo for everybody inside the area. I need to verify if there is additional damage per level or its fixed.
higher JR levels increase the maximum combo number and, therefore, the amount of +5 you get AFAIK