Yes it was pretty tight up in there. I think you're right, I was messing around in there again and those hoses coming out of that "collar" do not contain coolant, they are probably for air? So the leak must be higher above and dripping down on it?
If there even is a leak... That wetness could've been my sloppy coolant refilling and spilled a little... Check this out:
I hooked the pressure tester up last night, brought it up to 16psi (system pressure) and left it. I laid some fresh dry cardboard all under the engine bay to catch any new drips and left the engine plastics off.
This morning when I checked, the tester lost about 8 psi, and there were NO wet spots on any of the cardboard.
Also last night, I actually topped off the radiator instead of just the reservoir. The radiator drank maybe 1/4 gal, little less than. Once full I squished the hoses to move any air bubbles around, and it drank a little bit more.
That has me thinking that maybe the reservoir emptying wasn't because it was leaked onto the ground, but rather the radiator drank it up? Still slightly alarming there wasn't enough coolant in the system. Again, no overheating issues whatsoever.
Now that I 100% know the system is full, I will keep an extremely close eye on that reservoir and see if the level changes still.