I started in 1980 with a used RCBS Rockchucker setup. Excellent way to learn, do load development, and produce excellent ammo for getting the most out of your rifle. If you are shooting handguns in quantity, you will want a progressive press. I started with a Dillon, but lost it in a spectacular fire. When I was able to replace it, I went with a Hornady Lock N Load auto progressive. Wholesale Hunter on Amazon is about $500 cheaper on it, delivery in January.
I prefer a single stage press for rifle, and a progressive for handgun, but as my time has become more valuable I have done very little reloading. This particular panic has extended to reloading supplies, negating that advantage. Back before California instituted the ammo transfer requirement, the wife and I decided to stock up on ammo. We looked at what we typically shot per year, and targeted ten years worth as our goal. Prices a couple of years ago were very low, availability was excellent, and the UPS driver came to hate us. Poor guy had five cases of 9mm and three of 45acp in our largest single shipment. In 18 months of buying, we reached our goal.
Watch the videos on YouTube. Realize that cases have to be collected and prepped, and prepping takes more equipment, space, and time. Back when I was shooting a Colt 45acp competitively on a very tight budget, that Dillon was doing a couple thousand rounds a month, at a third of the cost of new factory ammo, and the rounds were tailored to my gun and the task at hand. The Colt was kind to the brass, no dings or bulges, and low enough pressure to get 8-10 reloads out of the brass. And my time was cheap. Now, 40 years later, my volume is down, my Glocks mangle the brass, I can't reload the ammo I have on hand for what it cost me, and I have plenty of other things to do with my time. Given all that, my progressive press is not currently on the bench. One of my Rockchuckers is, and I can do everything I desire with that. If I were buying a new setup today, it would be a single stage press with quick-change die bushings, and an electronic powder dispenser. Either the RCBS Rockchucker or the Hornady LNL Classic would be my likely choice. Hornady sells bushings for the RCBS press.