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The picture of it where it's parked in the driveway with the steel wheel on the back is 50th street near 28th ave in Astoria Queens, a couple blocks from what was the "connecting highway" back then, which was a popular spot to street race at the time.
If starting fluid didn't give you any signs of life then it's definitely an ignition issue. You didn't mention if the ignition box was replaced but make sure it has a good clean ground especially if it's been replaced recently. While on the subject of ignition boxes I've seen new ones from the...
I noticed that too, looks like a late 50's GMC cannonball cab up front and VW bus in the rear. Just like a mullet, business up front, party in the back.
A 4 pin ignition box will work on a 5 pin system w/ dual ballast resistor.
A 5 pin ignition box will not work on a 4 pin system w/ single ballast resistor.
All factory style ignition boxes must be grounded to function.
It's got one hell of a body lift kit on it, I'm guessing the cab still has the small tunnel from when it was 2wd.
Can't tell what transfer case it has, hopefully not the full-time 4wd one and it has lockout hubs up front.
Looks like dana 60's front and rear, probably 4.10 gears in it.
I suspect the quality of the shoe has changed in the last 20 years.
Have you ever tried a set of insoles?
Although any type of insert is going to inherently make the shoe feel narrower, but it might take pressure off of one area and transfer it to another.
Here's my 2 cents, monday morning quarterback assessment of the situation, you've got a couple of issues that are stacking up against you.
#1: oil pressure is slow to come up upon first start when cold/ been sitting for a while usually is an oil filter drain-back issue or a weak oil pump or...
Got any pictures? There could be more going on than just caster angle.
If the caster is that far off you might want to cut the spring perches off and weld new ones on at the right angle, this is assuming it's a tube axle.