Without being run too much, condensation forms and doesn't burn off when you run it 20 minutes here & there. Also, if the boot over the shift lever is cracked, rain water seeps in there.
IIRC there should be 3 plugs under the transmission. One should have a screen on it and that is where the pump suck the oil, and the other 2 are drain plugs. I forget exactly how much oil our 1855 took (Oliver version of your White) but I think it was around 8-9 gallons, so 2 pails would fill it for you. And as you have found, it's almost impossible to remove the filter without destroying it.
It uses the same filter as the hydraul shift. (Wix 53107, or NAPA 3107)
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Today's Featured Article - Harvestin Corn in Southern Wisconsin: The Early Years - by Pat Browning. In this area of Wisconsin, most crops are raised to support livestock production or dairy herds in various forms. Corn products were harvested for grain, and for ensilage (we always just called it 'silage'). Silo Filling Time On dairy farms back in the 30's and into the first half of the 40's, making of corn silage was done with horses pulling a corn binder producing tied bundles of fresh, sweet-smelling corn plants, nice green leaves with ear; the
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