I charged at the Casa Grande AZ supercharger within the first two weeks of ownership and nothing showed up. No ding against the 400 kWh and no charge. Then we started a long road trip. The 400 kWh started clocking down with the first supercharge of the trip, visible at the end of the day, and after that was gone Tesla started charging our CC. Some time later (1 week or 2 weeks?) Casa Grande finally shows up, as the chronologically first supercharge. Since our 400 kWh was gone at that point, they charged the CC for our very first supercharge!
We also had two supercharges on the way back that simply said "no charge", as in no cost. We definitely received power from those supercharges.
So generally your 400 kWh debits and later charges appear in a timely manner, but there can be some glitches here and there.