Caveat: This story was a commission. That’s not me attempting to excuse myself, the ring plot point is a bit shoddy, but the point of the commission wasn’t to delve into Pigtown, so much as the TF of Keith, and his revenge on Oliver. The commissioner likes the Pigtown setting I use, and it made sense to use it here.
But even then, Pigtown isn’t a world–there’s no internal logic to the place–it’s just a setting. It’s an entirely different place each time I use it. Each iteration has a few commonalities–it’s always owned and operated by a man named Rod, for instance–but beyond that there is no continuity here that you’re looking for.
That’s not say I don’t find the bones of your idea intriguing–not enough people escape Pigtown, in my opinion, and a setting with a 100% success rating becomes less interesting over time. But I don’t think you’re ever going to get “stronger world development” in my stories–it simply isn’t how I write. If anything, I actively avoid constructing worlds whenever possible–I prefer the flexibility a more fluid storytelling style offers.