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That scenario would've been impossible with Apple's system.

It would’ve been less likely, not impossible. Perceptive hashing absolutely has issues with false positives.

No, it would've been impossible. One photo match wouldn't have been enough to trigger any sort of response within Apple's system.

And that's ignoring the fact that his photo wouldn't have matched anyway because it isn't in any CSAM database.

Apple’s proposal used perceptual hashing, which does have false positives, not cryptographic hashing, which does not.