Big update, with some good troubleshooting and good news.
TL;DR: Something about the HPFP housing I had was giving me the issue.
Troubleshooting step 1: Pressure Relief Valve
Despite my thoughts, some people recommended trying another PRV, to which I did. No luck or change with that.
Troubleshooting step 2: Spill Valve
Next I wanted to make sure my spill valve was indeed getting a signal. I took a multimeter to it and drove around while monitoring the voltage. Our spill valve seems to operate from 0v to ~1.57v, which was neat. When my fuel pressure dropped to 60psi I noticed my spill valve immediately jumped up to the full voltage, meaning the car was at least telling it to do it's thing. This ruled out any electrical issue.
Here's a picture showing my low fuel pressure drop and the voltage to the spill valve. Very cool to watch how that all works.

Troubleshooting step 3: Refurbished HPFP Housing
Having ordered a refurb HPFP for another spill valve to try, and it having no difference, I had the housing and internals that I decided to try next. To my luck, on the refurbished unit with OEM internals, the car drove as a stock car would. Not once did I see the 60psi drops.
Troubleshooting step 4: Refurbished HPFP Housing w/ AutoTech Internals
With this testing done I took the AutoTech internals (piston and sleeve) and swapped them in, no pressure drops!
So the housing has an issue, whether that's an o-ring, seal screw, etc I am not sure. I would like to figure out what about a housing can cause these issues, as it would be good info to have. I've read about someone having issues with the housing once before, but it's just a bunch of drilled holes and fixed pieces, with the exception of the seal screw and o-rings. Maybe the exit check ball?
In any case, the issue has been fixed and I was really happy to go through the troubleshooting process and dwindle it down!