Because they would be able to see a wider picture of what's going on. They would be traveling from World to World and interacting with a wide array of Fort Fortune staff. Colonizers and security wouldn't leave the colony until the world has been harvested. Delivery crews would be in and out and probably never return again. Additionally, if our characters rebelled against Fort Fortune they would have all access passes to all colonies and advanced knowledge on shutting down servers, which would in turn leave colonies defenseless but also themselves.

If anyone has an alternate idea, or anything they'd rather be done a different way, let me know. ^_^

I guess a plot hole could be, why don't colonies just have line-in technicians. I'll have to think of something, hehe.