The Kenway Fleet: board instead of sinking
Every ship you sink is a ship that never joins your fleet. The four classes Collective Madness asks for, how to find a convoy, and why fleet slots depend on Great Inagua.
And it counts towards Strike The Colors, Dressing Overall, required for the platinum.
The reflex you have to unlearn
Black Flag's naval combat pushes you to sink ships, because sinking is the fast option. And it is exactly the opposite of what serves you.
Kenway Fleet ships are acquired by boarding, not sinking. A sunk ship is gone: you have to find another of the same class and start over.
And the fleet is not decoration. Its missions are the random source of a good share of the art pieces Dilettante asks for — the trophy that decides the platinum and runs in real time. The sooner you have ships sailing, the sooner that material starts dropping.
So the rule from day one is simple: damage, board, send to the fleet. Only sink once you have no room left.
The four classes and the one that costs
Collective Madness asks for one ship of each class in the fleet, and there are four: schooner, brig, frigate and man-o'-war.
The first three turn up while sailing. The man-o'-war is the demanding one: do not try it without a well-upgraded Jackdaw or you get torn apart in seconds. It sits at 37.1%.
Strike The Colors is the other boarding trophy, with a requirement the description omits: you have to board a convoy's flagship, the big ship leading a group of schooners. And convoys do not appear on the map by themselves: you find them by asking for information at the village tavern, which reveals where one is.
The flagship hits hard. Bring at least the hull at level 2 before trying. If you cannot take it yet, no problem: you can come back once the ship is upgraded. It sits at 58.0%.
And if all four classes will not fit, the problem is not the ship: upgrade buildings at Great Inagua, which is what unlocks extra fleet slots.
Dressing Overall: five slots, not four
The third trophy in the block has nothing to do with fighting: it asks you to equip new cosmetics in every one of the Jackdaw's vanity slots.
You do it at the harbour master's, in the appearance section. And here is why only 40.7% have it: you have to change every slot, and there are five, not four. Sails, hull, figurehead, wheel and crew. The crew is the one people forget, because it does not read as part of the ship.
Cosmetics come from chests around the map, rewards and shops. There is no need to hunt them down: they pile up on their own as you play.
And a shortcut where it applies: if you own a non-standard edition of the game, you probably already have enough cosmetics to close it almost immediately. It is worth opening the menu before assuming you are short of material.
The trophies involved
Each one links to its section inside the full Assassin’s Creed Black Flag Resynced trophy guide.