The 59 motor has a unique tube that disperses the oil. In the center of the rocker assembly is that fitting with the tube sticking down into the head to accept oil.. it does NOT have a loop around. The ONLY exit for the oil that comes up through that hole in the Head, is through the rocker shafts and weep holes.
Does that fitting have a loop-around to let oil just dump out onto the head AS WELL AS a pipe to the rockers? If so, it's the wrong fitting. Pre68Dave will have other ideas I am sure. Hes the go-to guy for this problem.
Also, run compressed air through that pipe with the rocker assembly setting on a table and see if you have air coming out of the weep holes. Hope this helps!
