If money isn't an issue, or if you want to spoil yourself, just get the Dillon 1050. I don't understand the concept of telling a new reloader to start with a single stage. Single stages are a pain in the behind.
I have a Dillon 650, and I hate it. Small volume cases, like 9mm, will spill powder as the progressive plate indexes. If you look this issue up on youtube, you will find all sorts of cures, from cutting the plate spring to using a plastic ball bearing. I have tried everything, and none really work. I use my 650 for .45 acp and 40SW. The spill problem isn't as bad in those case sizes.
I have three 1050s, each dedicated to 9mm, .308, and .223, respectively. I have a bullet feeder on each one. They're so awesome that sometimes I enjoy reloading as much as I enjoy shooting.
1600 rounds a month is a lot, and eventually, you'll feel like you're doing work. As time goes on, you will find that the reloading time is more enjoyable if you have to do less work to produce a round. Eventually, get an auto primer. It'll make your life easy. I shoot about 2000-10,000 rounds a month, depending on my mood, and my near automated set up makes reloading easy and enjoyable.
One thing I am afraid to get is a Possness-Warren motor. IMO, they're just too dangerous. When I first spoke to the Dillon rep, he said to be careful, as the motor can cut your fingers off. After using a 1050 for about 2 years, I can see how it would cut off fingers.
Btw, Dillon says that the 1050 is 'commercial quality'. It isn't. I've seen a real commercial reloader in action, and it is nothing like what we have.