The question, how many reloads, to be safe? Well, that question has many answers, depending on application, type of firearm and especially how hot you are loading. Could be ONE and could be 40, it's up to you.
It's a question I never worry about because I don't load to max pressures and I fully expect at least ten reloads from every carefully prepped piece of brass. However, I only use WW and Lapua, not a fan of RP or FC, and have not tried any of the others except Nosler.
Inspect your cases as you load them into your gun, when you extract the empty case and at every stage of the reloading process. There is a lot of chatter about case head separation, or incipient case head but to tell you the truth, I think it's overrated since I only had a single incident in over 40 years and was able to extract the stuck part by jamming a smaller case into it and tapping it out with a cleaning rod. Since I was 800 miles from home, it was quite a relief. I have always brought along a backup rifle and that was one occasion that it was very handy. Long story short, it was an almost new rifle and had a headspace problem. That's a rare thing but a handloader caused headspace problem in a perfectly sound rifle should be just as rare, but it isn't, unfortunately. It is 100% preventable and caused by poor resizing technique. Lot's of information out there on how to full length resize properly, all a man needs to do is read how it's done.
Two things to look for, split necks and enlarged primer pockets. These are attrition issues, a few here, a few there. The incipient situation is something that requires immediate evaluation or you will be throwing away a lot of brass. Back to what I said above, inspect your brass, loads and fired cases as you go and no surprises. BB