Help me flesh out my homebrew pirate world by asking me questions about it

First off: Sawbones, Moonie, Reeva or Mygg, if you're reading this, DON'T!

I'm running a pirate-themed homebrew campaign set in a homebrewed place which I've plonked down in The Sea of Falling Stars. I call it The Southern Isles, and its rife with piracy. The de facto 'government' is The Southern Islands Company, who run the place for profit and starve the population with high taxes and tithes, and who brutally suppress any rebellion. I've used every pirate and maritime trope I can think of in planning the plot, creating encounters and filling it with characters.

I figured this will help me add flavour to the world, and could be a good resource for anyone planning a similar campaign, or one shot or whatever.

Edit: I should maybe note I already played quite a bit in this setting and after a long hiatus I am starting it back up for Season 2, so partly this is a way for me to get it all fresh in my head again.