The game quite enjoyable so far. I do have some critiques to what you have so far if you don't mind me sharing. (If you don't I guess this is where you'd stop reading this comment.)
From what I've seen so far of the setting it looks like your going a high fantasy post medieval era. It's actually really nice to see fantasy taken to places outside of the middle ages, however there's some confusion as to how advanced society is as a whole (at least to me). This isn't a problem, however you may want to lay out exactly what your society is technologically capable of before hand and work in those details throughout the story when appropriate (or necessary). This should help keep players immersed into the story as sudden introductions of (perceived) advanced technologies can easily break it.
It also should help prevent issues where you have technologies juxtaposed to more advanced ones that seemingly obsolete them for no explainable reason. An example of this is actually the horse and carriage when compared to the tent. From what was explained in-game, the tent basically allows for near instant transportation from one point to another regardless of distance. If that's the case, why did Silas need to take a week long buggy trip through potentially dangerous area? Why wouldn't anyone take this seemingly much safer route in that case? Why wouldn't merchants/kingdoms make teleportation networks for trading and military purposes? Would highwaymen really be successful enough in such a world where they'd actually resort to it? On an unrelated note, these questions have the potential to lead to some generally interesting questions about the characters and the setting,
As for the characters, I actually really like them so far. I'm looking forward to learning more about them. As a side question, is choosing your major the same as choosing what route your on? If that's the case you probably need to make that clear when it actually starts to matter.
Anyway, yeah! I'm interested to see where this goes from here.