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I have a 3 foot mowboard plow with spring trips and I am trying to grease it but no matter hard hard I try to pump my gun, I cannot get grease to flow in several fittings. Any advice?

I have a 3 foot moldboard spring trip , I think it is a Ford although it is red not blue, that I plow with for gardens and deer plots. What kinda maintence do I need to do to it. I tripped it on several stumps today and notice that the rear plow is harder to reset than the front. I have to sit...