First, make a decision on how many finished cartridges you'd like to have for the # of hours you wish to devote. Keeping in mind that the typical trade-off for high yield is going to be quality and precision of your finished product. This decision most simply represents a single-stage press, a turret, or progressive. I suggest you start doing some reading between the three and that knowledge will help steer you in a good direction. At this point have some idea as to the cost involved with each setup.. a progressive press with ALL the bells & whistles will be WELL over $1000. Also of note is that you will require a separate rig for shot-shell reloading
Second, start buying books. An assortment is good, and I wouldn't necessarily say you must buy every one available...i think most people end up with 4-5 manuals simply because they keep going in different directions. It's wise to have a "generic" reloading manual, such as Lyman 49th ed. or the Lee book (I read Lee load data is *quite* conservative, so I didn't get one), then get a book from one of the various bullet manufacturers. Are you going to shoot Hornady mostly? Sierra's, or Nosler? You decide this by reading of other people's experiences/preferences on forums and as well by comparing against the expensive factory match ammunition that you are hoping to replicate. Again, I have a Hornady book because that's what I'll use for my 7-08 and 45-70, and a Sierra book for the 69gr and 77gr BTHP Matchking bullets in my .223 . A book from one of the power suppliers would also be a good idea. You have to keep in mind throughout this whole process that there's a explosion generating pressures in excess of 50,000psi merely inches from your face. You compare and contrast all the values across the various books in order to keep Yourself SAFE.
Lastly, keep reading and searching all the various forums you can. This will help you develop a plan of where you start and how you will develop. I've decided to go with the Lee Classic turret press. For me it's still simple to operate, it should cost me a few hundred dollars to get completely set up, output will be acceptable (200'ish/hr), and I like the modularity afforded by the turret system. Since I'm reloading 3 calibers I can have 3 top plates with the dies already measured and set in place so when it comes time to change all I do is swap out the turret plate.
Anyhow I hope this gets you going...more people will surely chime in I'm certain. But do yourself a favour and search through these forums.