OK, I started out with a Lyman Spartan. It worked, and I learned the basics.
I bought a Hornady Projector from a friend getting out of shooting. He loaded maybe 2k on it, and I followed with about 100k. In the process, I sheared the operating handle, the indexing ratchet pin, learned to loath the powder system. It's a fine press for light pistol use, and it's great for rifle use. Think of it as an auto advancing 550. Actually, perhaps a 450 as the powder system sucks. I sold it to Snowdog, and he's still speaking to me, so I assume he likes it.
I upgraded to the Dillon 1050 since I was getting into loading more cases with crimped primers. The biggest downside is cost. It's an expensive whore to buy. It's also a pain in the ass to switch calibers. If you've got extra toolheads, powder measures, etc and can leave the toolhead alone, that solves a lot of problems. Sticking with the same primer size also helps. It needs a good brushing every 5k, and a light tear down every 10k to regrease. If you switch calibers often, this isn't the press for you. If you tend to load or process cases in 5-10k batches, you need this press. Once you get it, you'll never look back.