I started with RCBS, because they were "The Best." (Rock Chucker Supreme kit in the late '90s)
I got out of reloading for a while.
When I got back into it, I was more open-minded in my shopping. I felt that RCBS' stuff was overpriced for what it was.
I wound up getting a Lee Classic Cast. I thought this was a little nicer than the Rock Chucker, because of the wooden ball grip and the spent primers were caught better.
Later, I got a Lee Turret Press. The construction was not as solid as that of the Rock Chucker or Classic Cast, but there was nothing to complain about either. It was just lighter. It worked great.
Eventually, I decided that single stage loading is what I really prefer, and that the Classic Cast was too heavy for my needs. (I screwed it to a board and clamp that to the bench when I need it, and remove it when not using it, so weight and size do make a difference)
Now, I have a Lee Challenger Breech Lock, with the upgraded linkages, and I'm very happy with it. It is almost as solid-feeling as the Classic Cast, but with a lot less weight and bulk. I think this is the #1 value in single stage presses. Lee's other equipment is at least as important as the press. The press is a basic tool. But if some good engineering thought isn't put into other areas, a company will stagnate.
For example, I like the Auto Disk Pro powder measure, and how it removes one separate step from the loading process, and I like the Factory Crimp Die, even though it adds a step, because there is never an issue with the round chambering in my autos, and I get good crimps even with mixed brass.
I also like how Lee thinks outside the box with things like the Classic Lee Loader for a super compact way to get into reloading. And the dippers, which are also super simple and reliable. Good engineering is often more simple than bad engineering. The Lee balance beam scale was designed so that it is either accurate, or it is broken. No worries about bent beams. It's not as fast as a digital scale, but it is effective and inexpensive.
I may get a LoadMaster or Dillon some day to speed up my handgun reloading, but it'll have to be a day when I have a dedicated reloading area; not sharing with the workbench in the garage, which has to serve many purposes.
The Hand Press also gets pulled out when I want to reload from the couch instead of sitting at a bench.
Check my signature link for some photos, if you'd like.