Perhaps I should have made a new threat but....
Ill continue to explain this saw project, for those interested in that sorta thing
Having taken the saw mostly apart, I started to backtrack from when I first got this machine.
The first thing I noticed was that the carburator had no gaskets on it, at all, so that was obviously something, someone, somewhere had been working with.
Next up, the "O" ring/washer between the Carb and the inlet/manifold was missing, the one you put on the bolts before the carburator. Again sign of someone not doing his job right?
Today, I took off the cylinder, and noticed the 4 screws holding it, was very easy to unscrew.
I have never ever had cylinder screws come out just by a regular hand held screwdriver, and the gasket was ripped, but actually looking almost brand new?
Now granted, I could have done a poor job testing pressure here, and I will surely redo it once I got a new gasket for the cylinder.
Could the issue actually come from the cylinder not sitting tightly screwed in?
I have no idea how my pressure test didn't show this, but perhaps it held the pressure, but didn't when the saw was actually running?
This saw has seen use, and also mistreatment/poor handling, but it's not THAT old (2004).
Also as pictures show, not damaged/worn heavily in piston/cylinder
I have seen several Stihl 026 saws, way older, that had no signs of needing oil seal replacement or any other leakage.
I think i'm getting close to figuring this thing out! I will repost when I get the spare parts.