Apologies if this was already mentioned, as I've not read the entire thread. I use Bearing Buddies on all my trailers to ensure the bearings always are sufficiently greased:
https://www.bearingbuddy.com/
Amen!
I soak sawdust with old motor oil and keep it in a large coffee can near the stove. A golf-ball size glob is all that's needed to get the kindling fired up and going strong.