I load the 44 Colt heeled bullet and got my crimper (modified Lee) and a mold from Bernie Rowles at Old West Molds.com.
If I can load a heeled bullet correctly, then you can too.
You can buy heeled bullets fairly reasonable, so you really don't need to cast them. My crimper and the special inserts allow me to load 44 Colt brass, 44 Mag and 44 Special brass, depending on which insert I use to crimp. Yes I Load the heeled bullet in all of them because the Brass is almost the same dimensions, except length.