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I have an idea as for the second. If, upon clearing a ship, you have a large enough crew on a ship, you can tow in the flag ships you cripple and get a huge (huge) reward for them, and, if you have enough to pay for the repairs (a discounted price off of buying one but a big price nonetheless) you keep it should you have the proper space and sailing level.
I had the dice in mind too. That is a fun game.
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