Everything has about been covered. Something easy to check, be sure the oil is not contaminated with gas. That can happen gradually if running rich, or it can flood the engine if the fuel valve is left on when stored.
Like said, those don't need much oil pressure. Being a flat head, there is no need for high pressure, no rocker arms to oil.
If you can get any pressure at all at warm idle, and the pressure will come up to 10-15 revved up, and there are no new noises, like deep knocking under load or rattles when coasting down, it will go a long time.
Gradual pressure loss is normal for a well worn engine. But sudden loss, or total loss, or fluctuating pressure, is a sign that something has changed.
One thing that will not increase idle pressure is stretching, shimming, or putting a stronger spring in the relief valve. As long as the relief valve is seating fully, it only effects high speed oil pressure.
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Today's Featured Article - What Oil Should I Use? - by Francis Robinson. I keep seein this question pop up over and over again in discussion groups all over the web. As with many things there are often several right answers and a few wrong ones. Some purist I'm sure will disagree to no end with what I will tell you but most of us out here in the real world don't really care do we ? Some of them only bring their noses down out of the air long enough to look down them anyway. If you are like me you are only doing this old tractor stuff because you enjoy it. You
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