I've got some WWII government arsenal 45ACP brass in my stock - I think Denver arsenal? A bit smooth on the bottom of the case, but works fine.
Like many have said, lots of variables, but low-pressure straight-walled (or 9mm, technically tapered) brass can last a loooong time.
Happen to be resizing and trimming a ton of 30-06 brass (for the M1) today, where it's more a live question.
On the CMP forums I think I recall some very experienced guys saying they got up to 6 reloads, with high confidence in safety - of course careful inspection is involved with high-pressure rifle caliber in a semi-auto, quite different from churning out low-pressure 38spl practice rounds. My current assumption is I'll use these cases for 3 reloadings (so 4 total firings), then recycle them. The laziness/cost balance currently looks that way (it's all HXP, mixed years, bought from the CMP).
As any Garand shooter knows, the rifle beats the living daylights out of the rims, so I've become sort of an artist with brass and small files, to get some into the shellholder - though I don't know that this kind of art has a name, and my masterworks just get mangled again next time they go bang ....