
Thank you for all the useful information! 
I have a feeling that coming up with a realistic explanation of how he scammed his way into the Platinum Mirage is going to be a bit difficult since it's such an exclusive place. :/ It's a possibility that he managed to get in due to his connections with a particularly affluent criminal group in Limsa. This also could tie in with why he moved to Ul'dah in the first place. To add to this he could have managed to amass a fortune during his time pirating and proceeded to gamble (and drink and screw...) it all away because he's an idiot, lol.
Being involved with the Alacran and the drug trade also seems quite a solid idea. They'd probably be willing to take him on with no questions asked as long as he's willing to do their dirty work. Whilst working for them he could have been pocketing some money for himself until they started noticing and he had to hightail it out of Ul'dah.

I have a feeling that coming up with a realistic explanation of how he scammed his way into the Platinum Mirage is going to be a bit difficult since it's such an exclusive place. :/ It's a possibility that he managed to get in due to his connections with a particularly affluent criminal group in Limsa. This also could tie in with why he moved to Ul'dah in the first place. To add to this he could have managed to amass a fortune during his time pirating and proceeded to gamble (and drink and screw...) it all away because he's an idiot, lol.
Being involved with the Alacran and the drug trade also seems quite a solid idea. They'd probably be willing to take him on with no questions asked as long as he's willing to do their dirty work. Whilst working for them he could have been pocketing some money for himself until they started noticing and he had to hightail it out of Ul'dah.