It's nice to be clean, but you don't get rough spots in the barrel from failure to clean multiple times during a single shooting session.
Best suggestion is to make absolutely sure that there's not some residual lead that's sticking in that spot. There are some superior lead-removal kits, but one of my favorites for easiness and cheapness is to unravel a copper Choreboy and wrap some of it around a copper/bronze brush that is about used up. That stuff will pull out a LOT of stuff you didn't think was still in the bore.
Lubing your ammo beyond hard lube that's already on your bullet can and will result in hang-fires and misfires. Failure to fire from penetrating oil in the primer is very common, and easily avoided; DON'T LUBE YOUR AMMO.
"Quality military ammo" has sometimes been, through the ages, corrosive. There's nothing wrong with quality reloads.
Dunking your pistol in motor oil will certainly help to keep it from rusting... and to keep you from ever ever ever firing it again. If I were to put a gun up for 10 years in Burma, I'd consider that option, as it's not too different from cosmoline. However, for standard storage, a light sheen of oil over everything is best for protection.
It isn't obvious that bullet44 ever failed to clean his gun, but it may well be that he missed a particularly cantankerous spot of lead. (I hope! Don't give up hope!
) And... "again"??? Mr. Hart Industries, do you personally know bullet44? Why do you say "again?"
Steering clear of personal judgement...
L.P.