Added 3 new Pics. Release Bearing/Slave Cylinder related. I cleaned it off a bit.
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Seems like there could have been air in the slave cylinder because not much fluid came out but some leaked out once I disconnected the line. Also I don't think the fluid fills the green boot, it just protects the spring. No signs of leaking or breakage that I can tell.
So far the only thing that stands out as obviously wrong are the bent fingers on the clutch cover.