I respectfully disagree with the individuals that say a hand primer is necessary. If that's your program, fine, but I load on a 550 and don't typically have primer problems if I use Winchester or Federal. The reason I spent $500 was to get a progressive, not mess around doing 27 different steps...
Exception to this was when I first started on my previous press, a Dillon 450. When I first started, I was trying to get everything set and pretty much terrified that I'd get a double charge. While doing all the set-up, I got powder worked down between the ram and the housing. This makes the ram bind. You lose leverage and "feel". Sometimes the primer was high enough that the shell plate wouldn't turn. I'd have to take 2 or 3 tries at getting the primer seated. As soon as I cleaned up the powder off the ram/housing and lubed it well, it worked fine.
I'd read all the warnings about primers going off. If you read Lee's book, it makes it sound like primer detonation in the tube is an everyday occurance. Well, I've figured out that you can lean on a primer pretty good and still not have them detonate. Make sure you put some effort in at the end of the stroke. I'd get some Winchesters and prime the cases without doing any other steps until you get the "feel".
Once you get it down, you can feel exactly when the primer seats. If your press is new, you may have to use it for a few hundred cases before it loosens up. I got a new 550, and even having experience at setting one up, it took maybe 200 cases before everything smoothed out. I still add a small weight to the top of the primer follower rod to make sure the primers fall into the feed cup.
Also, it's CRITICAL that you have the press bolted to a solid, and I mean solid bench. The primer seat is at the top of the stroke, where you have the most leverage against the press itself and the bench it's bolted to. I first bolted mine down on 3/4" plywood. Seemed plenty stout, but it flexed. The plywood absorbed the force, rather than the force seating the primer.
CCI's seem harder to light off, and considerably harder to seat, but you said you were using Federals. I've pretty much settled on Winchester for my normal every-day loads. They seat easy and also light off
There are guys that shoot IDPA and the such that load tens of thousands of rounds a year on Dillons. I strongly suspect they don't hand-seat primers.
HTH