This quest starts automatically after completing the "What the Devil!" quest, provided you have already recruited Lucy and Padre to your crew, or after completing the "Master Gunner, Shipwright, and Master-at-Arms" quest.
With officers procured, Edward and his crew regroup at Inagua to make plans against Maynard.
1. Discuss the Maynard threat at Great Inagua
Head to the terrace near your manor and stand by the railing to wait for the right time - a cutscene will trigger in which Edward and Anne have slightly different views on what should be done. Edward will decide to seek advice from his officers.

2. Mingle with the crew
Hint:
- Speak to the officers around the villa
You can find Padre near the zipline that can be used to slide down to the village. He will ask you for help delivering a crate of rum to the crew.

Pick up the crate lying on the ground and follow your Master at Arms until you reach the hill where part of your crew is waiting for you. After a short conversation with the crew members, Padre will offer a duel between you and them. You will have to defeat three crew members in a fistfight.

You can find Lucy near the large water wheel located in the garden behind the manor.

Talk to her, then follow her to the platform near the manor where she has prepared a small shooting test for you. Lucy will shout out "center", "left", or "right", and you must shoot the three straw dummies located on the indicated side.

Hint:
You can find Deadman on the beach, where he is digging a grave - as he claims, for himself. When you approach him, a cutscene will trigger in which Edward manages to convince Tobias - for that is Deadman's real name - that it is too early and that he should join his crew.

3. Address the crew
Simply return to the manor and a new cutscene will trigger. Edward will give a fiery speech, outline the main objectives, assign tasks, and welcome a new officer to the crew - the Master Gunner.

Master Gunner
Broadside cannons now fire an extra salvo, dramatically increasing firepower.

This quest will end, and markers for the next two quests in this series will appear on the map - I Just Want to Talk and Not Our Natural Alies.