Re: question #2, I have loaded Mid-Kansas 230 grain lead bullets in .45 Colt brass, but they had a small shoulder I could roll crimp over. I did seat the bullets a little deeper than designed, but not by much and it still doesn't compress the powder charge with Unique or HP-38. As far as jacketed bullets, never tried loading one without a cannelure, but my dad has in .44 Mag.
A Lee Factory Crimp die will allow you to make a crimp that will dig into the jacket material a little and effectively make its own cannelure. It will also resize the case on its way into and out of the die, making sure you don't buckle the case.