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In the fine print, only to be used against bad actors (w/guarantee that filenames under x chars would never be charged), or that too problematic? building good faith into policy + "hiding" info...

Reason - to not overcomplicate or give appearance of nickel-and-diming

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No, just charge for the amount of storage they use on your server. Not the amount of data you think you’re storing. In non-special cases these will be the same number.
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Makes sense.

Would there be any engineering/management pushback on the customer side? "we have to write a tiny script", "this is non-standard" / "why are you the only ones who charge us for filenames?"

(have limited knowledge here)

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