Whit223, I started out many years ago (about 35) with a RCBS single stage press when I was shooting on the police pistol team and we had an early progressive at the PD that was hard to adjust and keep adjusted, so my comments may be a little colored by bad previous experience.
The Dillon has the reputation of being one of the best available and if I could justify one now, it would be on my loading bench...But I've never been sorry for the learning process on the single stage...
As my competition demands increased, about 20 years ago, I bought a Lee 1000, three die progressive for my handgun loading and altogether spent a lot less than a Dillon would have cost me...Since you already have the Dillon, you are way ahead of the game...
You should just go a little slower to learn it's potential. All that being said, I chose to upgrade my bench with a Forster Co-Ax single stage press and still use my Lee for my handgun loads as I find I can turn out much more accurate rifle loads with the high quality single stage Forster.
My best advice is to check around your pawn shops, or your local newspaper classifieds and find a used single stage and keep your Dillon...A couple of good manuals will help immensely and if you can find someone locally to help you set up the Dillon and fine tune the die adjustments, you will not be sorry you kept it....
Dillon has a great reputation for their Customer Service and they are just a phone call away, you just need to learn the language of reloading so that when you call them, you will get accurate answers..
As with any process, there are basic functions and there are advanced functions. If you are willing to take the time and learn the basics, before stepping up to the advanced, you should not have a problem.... The key is patience, Grasshopper...