Started with a Lee Challenger press. Simple single-stage. Was a good press for me to learn the basics and the importance and accurate powder charges, etc. Moved to the Lee Turret press and auto indexer for it. Then got the Lee Loadmaster. Used it for a couple of years until last year when I bought a Dillon 550.
If I had to do it over, I would have started with the Challenger press, and then gone straight to the Dillon. If you don't mind sitting down and fumbling with things on the press and correcting little bugs NEARLY EVERY TIME YOU RELOAD, then stay with the Lee equipment. I got to a point where when I sit down to reload, I only want to reload. I don't want to have to fix primers that are feeding, primers that are flipped upside down or sideways, worry about the accuracy of the powder drop (I had very bad experience with what Lee calls there "Perfect powder measure"). It was not only a joke, but nearly a dangerous one.
With the Dillon, I sit down, decide what I want to load, set the press up just like I did the last time, and go. It just works.
If I had to do it over, I would have started with the Challenger press, and then gone straight to the Dillon. If you don't mind sitting down and fumbling with things on the press and correcting little bugs NEARLY EVERY TIME YOU RELOAD, then stay with the Lee equipment. I got to a point where when I sit down to reload, I only want to reload. I don't want to have to fix primers that are feeding, primers that are flipped upside down or sideways, worry about the accuracy of the powder drop (I had very bad experience with what Lee calls there "Perfect powder measure"). It was not only a joke, but nearly a dangerous one.
With the Dillon, I sit down, decide what I want to load, set the press up just like I did the last time, and go. It just works.