You said the brass was from some "old factory loads." How "old" is "old". That could be the major part of the problem. If it was happening to me, I'd buy new brass--esp. since 20% fail during a shooting session. That deosn't bode well for the remaining cases. I'd also have the headspace checked, but I never cared for shooting brass not knowing its age.....
As for case life w/ BP, a properly cared for case will last a long time. I once read in a re-print of Sharps catalogue that claimed the Sharps factory cases can be re-reloaded in excess of 500 times.
@ the start of the next Spring's shooting session, I only took one case to the range w/ pre-measured powder charges (BP, Duplex, or some White/nitro powder) & reloaded the Sharps . 45-2.4" @ the range. @ the end of ea. shooting session, the case was thoroughly washed & scrubbed, then polished in a tumbler. Every now & then, I annealed the neck. On the 538th firing, the case developed a split @ the neck & the primer pocket was just starting to get loose.