Of course it would mostl likely go one at a time on an event-by-event basis but the point is to dream of a time where if you have really horrible luck someone will come out and say "Sorry you've been having such bad luck. Here's a reward for your efforts anyway."

Bear in mind that the number of repeats would depend on the event or NMs. it would need to be set at a number so that the odds are good that you should have received the item by that point. This is just a safety net in case that doesn't happen.