360 Questions.. pardon my ignorance.

Are you talking the green capped valve?
Honestly no idea what it looks like, I’ve just read a few threads on it.

Most trucks I've seen didn't have that osac thing.
Mostly cars over about 2-3 years in the mid 70s. It was gray/black, sometimes on the air filter housing sometimes on the firewall and the VA line went from carb to it, then to the VA. Best thing to do if there is one would be to run a VAC line right from that same port in carb straight to the VA and forget that valve is even there.
I don’t believe my truck ever had one but at some point in its life it gained a replacement 360 that I have to assume came out of something that did. Vac advance is hooked directly to that port.

First, are you checking the timing with the engine completely warmed up? If not, this can affect how the timing is read from a light. There are other variables such as timing chain wear, slop between the distributor and camshaft gears. You also need to know that "some" bounce is normal. In an engine with a lumpy camshaft, sometimes you get a little movement that goes along with the camshaft lope. No big deal. None of them are rock solid, unless you have a gear drive.

Problem #2 is that you have the vacuum advance connected to manifold vacuum.......which you CAN do and tune for, but FOR NOW, get it on a ported source. Ported vacuum has zero vacuum at idle and increases as the throttle is opened. Lastly, your idle should be about 650 "or so".
I expect some bounce in it but it was dramatic, now it’s back to only wavering a degree or so. Definite improvement.

My advance is not hooked to direct manifold vacuum, it’s on the “OSAC” port which according to other threads is where it should be. I can confirm if my carb has other ported sources but I don’t believe it does.

This ^^^^ is also another possibility. You need a vacuum gauge to discern which port is providing WHAT. You also need a vacuum gauge for general tuning purposes.
I have a cheap vacuum gauge on hand. I will try hooking it to the ports on the carb and see if any are ported or if the “OSAC” port is my best option.