I took it to heart when @kassandra_perch said to document everything durring her talk at EmpireJS. So I documented my whole process, what went right and what went wrong.
This document is unfinished and is not a complete tutorial
The primary way to interact with a Raspberry Pi is to use WiFi and SSH. The problem with this is that the WiFi on the Pi needs to be configured and in order to do that you'll need a monitor. I've tried to edit the wpa_supplicant.conf
by using the SD card's file system. I achieved this with minimal success the problem with this is that you still need to get the IP address of the Pi, even if it's connected.
Alas, there's another way! Using a wire referred to as the "USB to TTL Serial Cable - Debug / Console Cable for Raspberry Pi".