I just started reloading, myself. I've got a Dillon 550B, and am set up to reload .308 and .22 Hornet right now, with other stuff coming on line this year, like .303 British and .416 Rigby. I bought the dies, just getting the conversion kits is limiting me to two calibers, which for a start, is probably good. A thousand primers goes a long ways, powder is tough to get, I got 2 pounds of H335 for the .308, since found a few more in 4064 and 4350 and looking for powder for the .22 Hornet.
A lot of folks say you need to start with a single-stage press, but I've found the Dillon progressive to be simple to set up and consistent quality is not an issue, but I'm not shooting matches, just general targets and 'plinking'. I'm pretty painstaking though, checking constantly. You have to feed the cartridge cases and the bullets by hand, but this is not a problem, and the manual indexing allows for taking your time with it. Two hundred rounds would take me less than an hour to reload, given it's all set up and ready to go, just add the powder in the hopper, run some test rounds to check the load, and start production. I weigh each round after completion, takes a few minutes, and disassemble anything that is light or heavy from standard. It takes a while to set up the correct powder charge, but once that's done, it's done. I do like to run each round back on the press and make sure the primer is well-seated, but that's just me, I think. The Dillon press has not had a failure to seat or properly charge the case yet, in the first few hundred rounds.
So far, my advice is to get as many reloading manuals as you can find, pick up a couple hundred pieces of new .308 brass (not fired), a pound or two of H335, 4064, 4350, or 4895 powder (other powders may be available, that's what I've got), some bullets, Large Rifle primers, a dial caliper to measure case length, a baking tray to lay out cases for lubing, a drafter's desk lamp, a reloading scale (don't skimp on that), a bottle of case lube, and go for it. You can get a tumbler/polisher in a little while when you've fired off the new brass you just loaded. Later on, you'll need more brass, bullets, primers, and powder, and a case trimmer, more dies, conversion kits, etc., etc., but for now, just start with .308. I'm using RCBS dies, they seem to be just fine, but also have some Hornady and Redding dies, too.