I'm finding the Chest of Sorrow is producing too much water. I most often prefer to play the game solo (multiple reasons why) and have had my ship sunk a number of times primarily because of the Chest of Sorrow as it simply fills my hull with water too quickly while using a Sloop.
When fighting off another ship while trying to navigate adequately, bailing water, patching your hull, or simply when trying to bail out water from the Chest of Sorrow and a sudden storm, is terribly difficult and not a fun experience. When you have more than 1 Chest of Sorrow on board plus all of the above, it's zero fun. I dread looting these chests (even thought I want the rep / achievement), and now that I'm level 45 with Gold Hoarders, I get them more than ever.
Leaving them where you find them and never turning them in to avoid dealing with them is not a solution.
Heading straight for an outpost when you get one isn't fun when you want to go for a big haul.
Have these chests been designed to fill your ships hull at different rates depending on what ship you have?
Solo gameplay is supposed to be harder, and it is, which is one reason why I like it. I've never felt compelled to raise a broken gameplay experience issue like this in the past 2 months of me playing SoT pretty much exclusively, until I've looted a bunch of this item.
Get 2 of these chests on board and see if you enjoy the cause and effect is has on your gameplay experiences.