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Current users of a paradigm tend to stick with it. Takes a generation to raise a new set of users open to something new. My father is a hunt-and-peck typist obsessed with knowing where his files are; my daughter's second word was "iPad" and will have little notion of files.

Those two aren't exclusive - does your father know what file a given email is stored in? (Good for him if so :)

I think you need to give examples of important content which, at the same time, your father stores with files and your daughter uses an abstraction.

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