I anneal. Every 3rd firing as per something I read somewhere.
I loose brass from head wear before my necks split.
I've gotten up to 18 firings out of 308 before I "retire" it. Some batches I would trust to load again.
I've gotten so far 24 firings from 223.
The rest of my calibers haven't seen enough firing yet.
I primarily neck size so that adds to the life also.
It's tricky to learn at first, as it's all about timing. The down side of annealing, is if you have a batch and your timing was off from case to case, then you can get inconsistent neck tension and it can compromise your groups if you're going for accuracy.
The other downside, is a freshly annealed cases can fire somewhat differently, from one that's had a few firings since annealing.
So, there can be, in my case, an accuracy vs. longevity tradeoff. As I don't have a precision target rifle, and the rifles I do have can often shoot better then me, I currently opt for longevity.
If you're interest in trying it out, you don't really need special tools.
I just use lee shell holders for their case length cutting system for rimmed cases.
For 223 and 308, I use a high speed cordless drill with a brake and a 1/2" chuck.
The cases will fit right into the chuck. I snug them in loosely, anneal, and cause the drill is high speed with a break, as soon as I left of the trigger the spin suddenly stops, the chuck spins open and the case drops out.
For small cases like 223, I drop them into water, then put them in this little toaster oven I have set for 4 minutes to dry them off. They aren't dry after 4 mins, I let the oven cool, then they are usually dry. It's a tricky way to dry them, took a lot of tinkering and timing to figure out how to do it jsut right without overheating the cases.
For larger cases like 308, I just drop them into a thick double lined cardboard box.
The larger cases are big enough they won't over heat if you are doing it right, and aren't hot enough to set the box on fire, if you're doing it right.
The high speed action of my drill also serves to help keep the head area cool while annealing.