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When given a poker quest to win 150 gold (or more), visit Black Mack in the Rowdy Rooster and pick up his quest (also to win 150 gold). Never know when you'll need another cheat card, and your original quest will be filled at the same time.
When going sailing for plunder, always visit Bartholomew Watkins (NPC hiding behind barrel in Port Royal), pick up his fortune quests. Anything you sink fills them.. free gold for ships you were going to sink anyways.
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