I just want to emphasise how much I appreciated this post. I’ve tried getting Vagrant up on Windows before (“Unixism” is a great word for it) and the process failed for me in myriad ways.
Aside: since then, I’ve discovered gow (Gnu On Windows), which is a really lightweight and portable library of binaries like ssh, curl, and the basics like ls - it’s a lot more convenient than Cygwin. Cygwin can be agonising when you have to deal with Ruby gems. It’s also a smidgeon more convenient than Git Bash in quite a lot of places.
Anyway, thanks so much for making this process a bit clearer. I can’t wait to have a look around Discourse - this is my first post, and I’m astounded by how perfectly considered the UI design is.