Lifter bit the dust...
https://ls1tech.com/forums/generatio...fire-help.html
I eventually went back and compression tested each cylinder again. When I got to cylinder number 4 (the one with the mis) I noticed it built compression on 1 or 2 strokes and then stopped. I released the pressure, tried again, and same thing happened. After some deliberation, the only thing i could think of was a bad lifter.
Turns out I was right, but not like I had hoped. much to my dismay I found that the intake lifter (LS7) had ground the roller down a bit. The cam is out and I have new lifters here (Morel link bars) but will be waiting on a cam and pushrods. Im going to throw the cam back in tomorrow and measure pushrod length on another cylinder and order pushrods the same time as the cam. I am planning on using the same grind on the cam since i dont have access to a dyno or tuner over here.
I think this may have been slowly happening since about a year or so ago. I had a valve spring break and I'm about 90% sure it was on that valve. Since I changed the springs out this is the first problem I've had.

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