Me thinks you are going to use a LOT of grease to fill up the cavity in that wheel. Yes greasing them is a great idea. However, most older Cadets get 20-40 years on a set of quality bearings like the factory installed. Now if you are buying $5 bearings, well lets just say that ain't what IH made in the West Pullman plant. Anyway, just rambling. If you install grease fittings I'd do the ones with 1/4-28 thd or a drive in--I'm not really certain there is enough meat there to hold in either.