Hey, Chelsey! I'm Joan, another of the mods here, and I'm excited that you're thinking about joining the game. I enjoy Darren Criss's face -- he'd be a great addition to our cast.
I have characters from almost every district, so there's definitely the possibility of interaction with Kaegan, whether he's new to the city or has been around for a while. Maizie has been living at the LBJ, and she definitely plans to finish her education once the opportunity arises, so there could be something there, even if she's older than Kaegan's typical student! And Bunny lives in the Greenbelt, and will be part of the farming effort as that takes off -- she already tends the Hellhounds' greenhouse and helps with their livestock. Dani is my UMCB character, where she works in the lab, so it's not like she interacts with patients or anything. But there are still ways for people in a small shelter/district to cross paths! Last is Kevin, who's an independent/former Ghoul. He lives in the tunnels, which I doubt very much that Kaegan would want to visit. :| But he's actually a really friendly guy and will definitely be taking advantage of the fact that he can move around the city more easily now.
To echo Justine, let us know if there are any specific questions you have, or any ideas that you'd like to clear before joining. :)