Ok, cooler, glad to hear you finally have compression, and the price with gaskets is pretty reasonable. Its reasonable to assume at this point that the valves for that cylinder were at least sticky and not closing properly. Now, at the risk of being the bearer of bad news, the spring on no. 4 intake valve is upside down- your pictures show that, and it needs to be corrected. The close coils go at the bottom. The others look all right, as much as I could tell. You may be able to change the spring without taking the head off; you have to be careful, and keep the cylinder pressurized with air, so the valve doesn't fall into the cylinder. Then you have to take the head off...
For added emphasis, don't let anyone talk you out of changing that spring, even if you have to buy another head gasket set. You will regret it in the future if you don't take care of that now.
As for the rocker arm oil, it often takes a few minutes for oil to be delivered up there, but after 2-3 minutes there should be plenty of oil. A likely cause of that trouble is that the line is plugged. It passes through the block and attaches to the oil galley on the left side of the engine. Try disconnecting it from the galley and rocker arms, and blowing compressed air through it. That may work. If not, leave it disconnected at both ends and fill the tube with carburetor cleaner- strong stuff that has xylene, acetone and tolulene as components. Berrymans Chemtool is a good one. But be careful with it- that stuff is also paint remover.
Keep in touch.
Harvester