Need input! Block back from machine shop. LOTS OF PICS!

(1). Looks OK to me.

(2). I'd clean up the goobers and run it.

(3). Think I'd have this one replaced. From the looks of it, it's your old bearing. Installation tools don't leave marks like that.

(4). This area is oiled by a hollow cam plate retaining bolt. Don't remember right off which one it is but it is in the service manual diagram. Drilling the plugs will only spray oil where you don't need it and lower your oil pressure.