I just started reloading about a year ago. I had many of the same questions. I would buy a couple different reloading manuals, and read them from front to back. It teaches you everything you need to know. I don't recommend a dillon press yet. I would start with a lee setup first. Just to see if your even gonna like it. I bought the lee set that comes with everything you need, except for dies, powder, primers, ect..., for around $150. I was reloading that night. You will learn as you go. What you need, what you don't. Then when you want to move up you can spend the $700 for a dillon. Rcbs has a similar starter package for a little more. Presses are all about the same but spend the money on good dies. Definitely get carbide dies for your pistol bullets. Rcbs and redding are my preference for dies, trimmers, and other components. Have fun and good luck.