Capture Captian Gentry "Port Royal Crime Wave(hard)"

[OutlawZ]

Just turned level 22, Level 16 sailing.
Hunting Navy ships for rum
(Rum for Gunner on Del Fuego, part of the Pearl crew quest, about 41% progress)
Sunk a frigate (about level 17) and scored Gentry out of the blue!
Sunk another galleon or frigate about 1 hour later and got Gentry again!!
Each time I was asked to maroon him at a wild island, which I did.

(and yes, I have sunk many, many different ships up to and including level 32)

So eventually he will pop up!

[~Jade Heartbreaker~]

One of my guild members got Gentry (the other was not with us) and it was a Man-O-War. Ours was a flag ship but it looks like it most often is the Man-O-War that gives it to you.