On something like a .357 as long as you are not loading them crazy hot and buy decent reloading brass, 10+ easy.
I reload .44 and 8mm mauser, some of my .44 have used more than 10 times, I have only had a couple split which is obvious.
The only other thing you need to watch is where your sizing die goes down to, it can leave a little ridge and apparently, after a while can create a weak spot, it wont do anything major, but might break and then extract the back of the brass out and leave the rest in the barrel which might be anoying to try to get out, I've never had that happen though and I cannot feel any obvious ridge in the cartridge, allthough you can see it thats normal.
Rifle rounds are more involved because you need to lubricate them, for straigh wall pistol cartridges you get carbide dies which dont need lubrication. The other thing is unlike pistol rounds, which I have never really needed to length size, rifle brass does expand and you need to length size each time, so there are a couple of extra stages, hence starting with pistol, its also just generally more forgiving.