Another overall update on the truck. Finally decided to dig in deeper to why it diesels so bad. Did a compression test, 3 was at 130 4 was 25

and 6 was 160. Poked the bore scope in 4 expecting the worst, looked good enough except for carbon buildup. Then noticed that the exhaust valve rocker arm was tight. Backed it off 3 full turns and ran the compression test again. 220 psi. Ran the rest of the valves and they were all tighter than expected. After running all the valves the only low compression hole is 3 at 175. Also noticed casting numbers under the covers while running the valves. 10088113, looks like 87-91 corvette heads or zz4 crate motors 64cc chambers, I was told it was a crate motor, so I read up on the zz4 and saw 10:1 compression…… its been running on 87 the whole time ive owned it with the occasional 93 fillup trying to diagnose other issues. No pinging.
Ran around the block and determined it feels maybe 5% better. Still diesels like no tomorrow, got back from the test drive and shut it off and it dieseled for almost 45 seconds. Ran the ignition timing when I put the hei in doing the carb swap. Decided to do it again to check. 5°…… thats not where I put it, grabbed the lightning whirler and turned it counterclockwise by hand…. Not completely loose but loose enough. Apparently when I set the timing last time I didn’t tighten it down

So back at 14° actually tightened this time and went for another drive. Noticeable improvement, probably another 10% or so. Except the worst pinging ive ever heard in my life at half throttle. Drove it easy back to the shop and proceeded to pump out 25 gallons of the 87 I put in it this morning, drove back to the gas station for a second time and put 100$ worth of 93 in it. Drove it easy a couple miles to get some good stuff in the bowl and then laid into it, no more pinging. Got it back and shut it off and no more dieseling. Will have to see if that trend continues.
Only other notable diagnosis is mr slippy appears to have let 2nd gear go out on early retirement. It shifts from 1st straight to 3rd. I cant tell if its going into 4th or not, if it is it isnt going into lockup I dont think. Every now and then it seems like it tries to grab a hair of 2nd before it makes it all the way into 3rd but hard to tell. Once I find a set of pedals and 32 spline input for the 241 that headache will be gone. The 465 is already on hand patiently holding my 89 ranger springs down.
Overall there was an improvement, not really excited to find the 10:1 comp I want this rig to eventually be taken on some excursions and I question the availability of 93 in the more remote places. But thats a problem for future me, Ive still got a four wheel camper to work on before I get that far. And some driveline work.