tvc15:
All of my bottleneck brass cases are for hunting and practicing for hunting, and I discard them after 4 loadings. I am sure they will last longer, but I just don't want any problems. I know of guys who load their bottleneck cases 7 to 10 times. But they shoot a lot and find it worthwhile to do so. If I shot a lot of rifle, I'd do the same.
One thing I do when reloading high pressure cases is to check for incipient case head separation. I use a straightened out large size paper clip that has a small L bend at the end. This L bend is sharpened and makes it easy to detect grooves on the inside of the case where case head separation is likely to occur. I believe if you can eliminate cases with this affliction, and cases with cracked case mouths, and cases with loose primer pockets, then you can just keep shooting them so long as you keep them trimmed to the right length.