Looks like the spindle in photo five has been center punched in the past to raise the surface to make a loose inner wheel bearing "fit" the spindle. You might need to go easy with the Emery cloth on that one when you're fitting the new taper rollers.
When I fitted the roller bearing conversion from Chevy Duty it didn't come with the dust shields you have, my truck's done a fair few thousand miles with just the grease seals in place - I do have disc brakes on mine though, most of the brake dust probably just gets thrown outwards.