WildFarmall wrote:I am pretty sure my oil pressure is too high as oil seeps out of the top of the oil container.
Hi,
Motor oil can seep from the oil filter cover when the oil pressure is the normal amount too, if the cover doesn't seal good enough.
The bolt is supposed to have a copper washer on it at the top, to seal the cover.
Below is a listing for it at TM Tractor.
http://www.tmtractor.com/new/en/287fp.htm
The cover can get rough where the washer goes on it from use over the years, turning the bolt can scar the cover, then the washer might not seal well.
You can remove the cover and check it, file the cover flat and smooth where the washer goes, if needed.
If it won't seal, I have needed to put a light coating of sealer on both sides of the washer to seal it.
It can leak at the big gasket too, like Don said above.
Below is TM Tractor's listing for a paper gasket, I think.
The paper gasket is what they sell with their Cub oil filters also.

http://www.tmtractor.com/new/en/136fp.htm
WildFarmall wrote: I assume that the spring is the regulator.
Yes, the oil pressure regulator spring has to be the right length, and have the right tension to let any excess oil pressure go out of the system.
The Cub and LoBoy service manual says that a Cub engine has a 35 lb oil pressure system, at full engine speed, which is 1800 RPM for a 1949 Cub.
They don't need a high pressure oil gauge.
Below are oil pressure gauges that TM Tractor has. It says on the page before, that they had them made in the USA to look like the originals.
The 1st one is like a 1949 Cub came with, as far as I know.
http://www.tmtractor.com/new/en/5732fp.htm
If you would rather have a gauge with numbers, they have this style also, with numbers. IH started using this style of gauge on Cubs in about 1956.
http://www.tmtractor.com/new/en/3291fp.htm
Below is info for doing a compression test, if you need it.
Remove all 4 spark plugs so they are out of the engine at the same time.
Use the starter for the test, not the hand crank.
Charge the battery fully before doing the test.
Charge a new battery too, they are not always fully charged. Use a small output battery charger, and let it charge slowly, it may take several hours.
Open the throttle fully, so the engine can get air for the test.
I write down the results so I have a record.
The Cub service manual says a Cub engine has 120 lbs of compression. That is probably for a new engine. Some less is ok, 90 lbs or more is ok.
