Bullet setback is something to watch out for. The other issue with continually rechambering the same round is that the primer could potentially break down. Good idea to toss that top round in the practice pile occasionally. Or like Rhino said leave it chambered, swap to practice ammo and use it up.
Let him know that we realize it is tough to toss expensive self defense ammo in the practice pile. The cost is not as bad as the problem with replacing the ammo. Once I find a particular flavor of defense ammo I like to stick with it. At a buck a shot it is hard to stock up on the stuff. Just a couple of weeks ago I picked up $100 worth of quality ammo and I am here to tell you it hurts to let go of the cash.
I had not either until a recent Tom Givens course. Apparently it can and does happen. His example included an officer that unloaded his duty weapon every night. Officer was involved in a shooting and the gun did not fire. The cartridge was sent back to the factory and the priming compound in the primer was fragmented. Apparently the cartridge is subjected to some pounding when hit with a 17 pound recoil spring and tossed up into an empty chamber.
Bullet setback is my bigger concern. My wife's 9mm for example will set the bullets back after only 2-4 times loading a cartridge. I don't have too much trouble myself, but I tend to ride the slide (which is a bad habit in and of itself).