EDIT:
It turns out that I had my leads on my multimeter swaped. I had been having issues with it earlier and was trying different things, including swapping leads. I was, therefore, connecting the power supply backwards, shunting the 5V through D3, which was my only voltage drop...so, lesson learned
I just hooked up leads to CON2 pins 1 (+5V) and 2 (gnd) and CON1 pin 2 (gnd), but when I attached a 5V supply, nothing happened (would boot via lipo).
I decided to monitor the voltage as I attached the board, and discovered that my 5.09Vdc drops to 1.1V immediately, then slowly (like a capacitor building up) continues down to 0.996V.