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Naively I'd say you can't do it without a mind-reader. Someone may not know what they don't know; thus an intelligent agent probes to determine. This is where tutoring/mentoring comes in, but it's never exact, as the instruction from any given person is probably hardly ever the most effective way to get the concept across to someone else's brain.

Just present all the material and they can skip ahead as warranted. But books tend to be better at reinforcement than introduction; e.g. go out in the field with a paleontology dig and you'll probably remember stuff you learn much better because of the associations with all your senses at once.

I often note important but subtle points in material when re-reading on a subject after personal experience, which I missed when reading the same thing previously. In the repeat case I now have references, and the written word causes those experiences to spring forth from whichever compartment of my mind contained them, whereupon I can hold up the new piece of information to see how it fits, compare it to what's already there, add it in, and then pack the whole thing back up.

The best way to teach someone is to get them as engaged as possible through as many avenues into their brain as possible. You can read about elephants all you want but there's no substitute for meeting one in person.



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