Ok, so I changed the ignition switch, but there's no guarantees that that was the issue. It makes sense though between that and the pickup, so I'm keeping my fingers crossed that when I take it out next time I don't have to come get my trailer to get the car off the side of the road.
Anyway, if you want me to do a separate write-up thread I can, but this is how you should change the switch. Either remove the steering wheel OR remove the driver seat. I did neither but wish I would've. Remove the plastic dash piece that spans the distance over the steering column. Remove the 4 nuts holding the column up. If your seat or steering wheel are removed you'll have more space than I did, but that will reveal the switch itself. Unplug the connector - this is definitely where you'll thank yourself for removing the seat or wheel. Remove the 2 nuts holding the switch in place. Remove the switch. Obviously, reverse these steps to install. But when installing, you'll need to make sure your key is in the proper position as there's a rod that engages the switch that directly corresponds to the key position. The switch has slots to accomodate any tolerances, so you'll need to really watch that, otherwise it's pretty straight forward.
Now, the reason I say I hope this is it is that my AF gauge lit up after installing the switch and the car fired up. But the gauge died again while the car was running, so I think there's another issue somewhere that I'll have to investigate. My fan also didn't turn on at it's prescribed temperature setting, but did after I shut the car off. So I have some kind of wiring gremlin somewhere with all of that.
And I went ahead and pumped the air springs up and checked that out before pulling the trailer from the garage pad and backing the car off of it. I ended up trying the 12v compressor I picked up from Amazon and inflated them to about 40 pounds or so. The truck still squatted an inch from where it sits without, but it definitely raises the rear with the car still on the trailer. I didn't actually measure while it was squatted, so I don't really know how much it's changed. Hopefully it'll be enough that I don't hit the driveway with my jack if/when I do this again.
I've been busy this morning!