Hi @knicholas! It sounds like you have a really cool project. When you get a chance, please introduce yourself here. I'd also encourage you to add a real picture as your avatar because it helps build community.
The only problems I can see in your logs are timeouts from connecting to the server. That shouldn't cause a crash though. Maybe your computer is running out of RAM? Try a reboot or another computer to see if that works better.
If you can, try the latest version of Briefcase (currently v1.15) and see if that works better. It's 9 MB but I'm hoping that's doable on your connection.