#1). "hard cast" or "soft cast"... Easiest is your thumb nail. If you can gouge the bullet, then it is awful soft. From there it is a crap shoot. If you want to spend, there are hardness testers. Or you can weigh the bullet and compare to a weight of water for volume... alloys are lighter than pure lead. If you have the weighing equipment, this can be very precise. Otherwise it is alot of work.
Frankly, I would stick to .44 Special loads which should not over work a lead bullet. Some are fairly hot and just short of Maggies. What did you plan to shoot? If you must equal a Mag load, then you want the gas check. It can be inverted, cup down, with bullets that don't have a heel. This is getting RubeGoldbergish and a bit silly...
The other thing with cast, you need to slightly expand the mouth of the case to keep from shaving lead off the bullet. Lyman has an "m" die for this. Lee makes a tapered shaft in a die... Keep it to a minimum, it work hardens the case mouth faster and reduce it with a crimp on the mouth after the bullet is seated.
#2). Lubing is as hard as you care to make it. Long time ago they used animal fats and beeswax. Rubbed into the grooves. There are softer lubes you could still do this with today. .44 Special loads would tax this kind of lube. LEE has that tumble lube stuff. Again, not for full .44 Mag loads probably, but easy. As suggested, warm to hot water should remove the dirt and gunk from the lube sizer and then you can use whatever lubes suit your plans. The old lubes, and Alox and bees wax has been around a long time, were meant to melt in the barrel and lubricate as liquids.
Lyman inherited the lead bullet history from Ideal and the other suppliers to the buffalo hunters et al. Their books go over it. And it is covered by many others. Not big difference from jacketed bullets. Bit messier. Most data manuals address it for hand guns. If you are loading jacketed bullets you shouldn't have any problems. luck.