Shot .45 Colt black powder loads for several years playing the cowboy action game. Lots of fun. Wouldn't play any other way. Nothing special about loading. I simply filled the cases with powder, either FFg or FFFg, leaving enough room for the projectile, put an over-powder wad made from waxed juice cartons and seated the bullet properly. Make certain you use a soft lube on the projectiles when sizing them. I made my lube with beeswax, Murphy's Oil Soap and genuine Neatsfoot oil. Works well, but there are numerous other recipies that are satisfactory. I've read that .44-40's can be a little trickly to load because of a thin wall. I would think that, taking your time would reduce the chance of crushing the cases. Good luck and good shooting.
Cleburne