Wow. When you put it like that, well, gosh, you sure set me in my place. Good thing we have a few well degreed people here to fill in all the blanks for folks like me who manage folks like you.
I don't care what the data is - even if it is data summary being sent to AT&T - its being sent by the OS and the OS isnt picking WiFi to send that data. Even if we were to go as far as to say its some background app that Apple has allowed to be installed as part of the OS, again, I put the emphasis on Apple for quality control since it has final say over what goes into the build. That AT&T is sending this data to itself should indeed not count against users, but it is.
Doesn't take a degree to know that we've getting screwed here. If AT&T wants that data, it shouldn't be including it in a rated data plan.
The point is that the timestamp is the time of the data usage report. Not of the usage itself. A very important distinction. That is the huge part you failed to get from this.
Is it stupid their billing system uses a method that is horribly outdated and can lead to the confusion in this thread? Sure. But I have yet to uncover evidence that billed data exceeds used data.
And honestly, if I had a manager that made a comment like the one you just did (pre and post edit, gotta love email subscriptions to threads), I'd quit. I don't need a manager that ignores the expertise of their people. A manager manages people, and understands why they themselves are not in the trenches.