I have been an acive reloader for somewhat over 40 years and can attest that it is a marvelous hobby which I have enjoyed immensely. It has increased my knowledge about firearms a great deal and provided a lot of personal satisfaction. However, it just isn't for everyone. Lots of folks just don't want to take the time to learn how to do it well. I can't tell you how many I have seen begin and then quit. That's why I don't recommend diving in with tremendous initial expenditures. My personal choice for a starting point is with a kid such as the RCBS Rockchucker.
It is a high quality outfit that starts aroun $250.00. There are kits that you can get for less too. A good reloading manual is an absolute must. It won't take long until you know where you are and can make your own decisions. Good luck!