I'm not sure what the issue ultimately was, but by mixing around the content files with another Renpy game on my desktop, I got it working.
Amazing. 10/10. I love the range of options that you gave us. I also.. ugh I really love Silas. 10/10. I just want to know what was in that last left out content T.T But really- it was wonderful. And gosh darn it I love robots. <3 <3