My first real press (the Lee Thighmaster does not count as a "real" press ) was a Dillon 650, in 9mm. I still have it, of course. While it went through teething problems just as you'd expect any new mechanical device to go through, it has proven itself to be very reliable and very smooth.
I got a Lee Classic Turret because I wanted to have something I could use to work up loads easily with so that I wouldn't have to readjust the 650. It works very, very nicely for that.
But I decided I wanted to shoot an additional caliber (.40 S&W) in quantity and I didn't want to go through the hassle of changing the caliber on the 650 whenever I wanted to produce ammunition of the caliber that it wasn't set up for. I also decided I didn't want to spend the kind of money a 650 commands, but I wanted the basic capabilities it provides. I also thought it might be a fun challenge to get one of Lee's progressives operating reliably, since they have such a dismal reputation.
So I picked up a Lee Pro 1000 in 9mm, figuring that the more demanding .40 S&W cartridge could be dealt with better on the Dillon.
It took some work, but I did manage to get the Pro 1000 to the point where it is reliable. The primer feed, oddly enough, was what gave me the fewest problems, probably because I studied the system at length initially and am using plated primers (CCI 500s). I had some initial problems with the case feeder and with the indexing, both of which I seem to have figured out.
Well, having a Lee progressive press that's running reliably simply won't do at all!
So I got a reconditioned Loadmaster from Lee for $180, also in 9mm. This press has been a little more of a challenge and I don't have enough rounds through it yet in its current configuration to know how reliable it will wind up being, but I expect it to be quite reliable now. The priming system was occasionally tipping primers (about once every 100 rounds) and I suspect I figured out why (and subsequently fixed it. I believe two things contributed to it, the first being that the indexing rod length was adjusted such that on one one of the 5 positions of the shellplate, there was a slight amount of play in the shellplate, and the second being that the chamfer on the underside of the slots in the shellplate wasn't sufficiently aggressive). In the course of troubleshooting and fixing that issue, I ordered a second shellplate (among other things) from Lee, since I was modifying the shellplate and wanted a replacement handy if I screwed up. Well, seems Lee has made a design change to the shellplate that should improve reliability considerably -- it now has holes through which the primer is inserted instead of slots, so as long as the case is aligned within the shellplate properly the primer should go in properly.
My opinion of the Lee stuff is that it requires more mechanical aptitude and patience than does the Dillon stuff. The quality control of the parts isn't nearly as good, and the end result is that you may wind up with a press that needs to have a few parts replaced, and even if all the parts are fine it is almost certain that you will need to perform some adjustments to fine tune the press. But if you fully understand the mechanisms within the press enough to know which parts can cause any given issue, you should be able to get it to operate reliably.
I think the bottom line is that the Lees make excellent second progressives, particularly if they're not mission critical. Again, though, that's only if you have enough mechanical inclination and patience to work each problem through to its root cause.