Hunter Gatherer
Reward: 2,400R
Your objective is to defeat two Hunter ships by raising your wanted level high enough for them to appear. This is easily done by engaging and defeating multiple ships quickly in the north, focusing on schooner and gunboats. Once you reach the first wanted status the Hunter ships will appear after some time and can be defeated slowly. That being said, if you want to get it done quickly you can reach level 2 wanted to get a second Hunter to appear quickly.
Papers, Please
Reward: 2,400R
Your objective is to locate the HMS Courage and sink it. Once you locate the ship you can stop on one side of the the island as it circles to the other side. Once it is on the south side of the island you can attack it with mortars, causing the ship to slowly u-turn around. Keep hitting it as it turns around and then meet it to the south and finish it off with some Heavy Shot and Broadside Cannons. Once it is defeated, board it and complete the objective to finish the contract.
