The Nine Rogues - Theory

[Draco Martin]

The following is pure speculation, with no real proof to back it up, thus I am looking for anyone else who experienced something similar. After having received the Nine Rogues quest, I went on my way with the game as normal- and having picked up two randomly and not knowing the location, it further places me within the questioning. I was on Devil’s Anvil, shooting some crabs for fun, when I received the Barbossa Portrait. The fact that he inhabits(or his ghost) this island struck me as odd and threw an odd theory into my head.

Are the Nine Rogues less random than I initially believed? Does each portrait have a direct correlation with a place of obtaining it, or was this simple coincident? Did anyone else who received Barbossa notice where they received it from, and was it indeed Devil’s Anvil?

If anyone else also knows where they received the others, I would like to compare with each one’s notes.