Ok, so I have been reloading for about a year and a half. My normal routine for my 300 win mag brass is de-cap, full size resize, trim to length, de-burr, tumble, then reload again. I anneal the brass after two firings. Some of my brass has been loaded 5 times. I finally had a case separation when full sizing. I actually check my brass under a magnifier to look for cracked necks and small case separations at the bottom of the brass. I don't see any issues. Primer pockets are not loose at all yet.
My 7mm08 is done pretty well the same way but I anneal after the third firing. No case issues as of yet. Some brass have been reloaded 7 times.
So how many times can a case be loaded?