Typically, the cast iron bearing housing has worn a bit allowing dirt to sneak in between the spherical OD bearing and the housing and clog the groove in the bearing where the grease is supposed to flow to the tiny hole in the outer race of the bearing.
If you get rough and follow the advice in some of the other replies and get grease to flow to the bearing, you will inject all the dirt/crud that's in the groove into the bearing along with the grease.
At this point, I would quit trying to grease it and watch it/use it up, then replace the bearing and housing.
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Today's Featured Article - Old Time Threshing - by Anthony West. A lovely harvest evening late September 1947, I was a school boy, like all school boys I loved harvest time. The golden corn ripens well and early, the stoking, stacking,.... the drawing in with the tractors and trailers and a few buck rakes thrown in, and possibly a heavy horse. It would be a great day for the collies and the terrier dogs, rats and mice would be at the bottom of the stacks so the dogs, would have a busy time hunting and killing, all the corn was gathered and ricked in what we c
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