Most of my brass is range pick up. Other than that I would say bang for the buck depends on what I am loading.
.41 Mag the Winchester brass gives me more firings before they split than the R-P brass does. The R-P work hardens faster even with anneling they still split eventualy. Though I have many cases that I have loaded at least once a week for the past 3 years.
.221 Rem Fireball R-P brass is great. Well over 20 reloads with many. They do not stretch, and have not had to be trimmed ever. Though at a cost of $40 per 100 it was steep to pay. Now I reform .223 Rem brass. They tend to give 5 to 10 firings before the case mouth cracks.
I have some Norma brass in 7.62x53 R that have well over 10 firings with no need to trim, and primer pockets are still tight. At $1.50 each they were not real cheap. The PPU that came as loaded ammo have done the same, at less than $1 each as loaded ammo. I would rather buy the loaded PPU, and reuse the brass at that kind of cost saving. As far as how long they last well they have over 15 firings I will let you know when one splits, or cracks.
No matter how many times you do it and nothing happens it only takes something going wrong one time to kill you.