Essentially once you’ve completed Edward’s quest by sinking a sailboat, you can speak to one of your deckhands that has maximum loyalty (dedicated) to hire them as a fleet captain. After a bit of time, your fleet captain will message you with their location and you can visit them to do things like switch their fleet task; as you start out, you’ll want to have them perform the “patrol” task for a while to help get your follower count up. I’ve written a bit more about it here:
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