Because unless you have a way to quantify the manifold ways in which specific human beings "understand things", there's no way to express that to chatGPT in a language symbol form that it can use to help best reexpress a larger piece of information and tailor it specific to you.
E.g. some people learn best through narrative story form, other people through visual imagery, etc. at a minimum yo'd need some kind of a neural biofeedback device to gauge and "AB test" different strategies of expressing information that would optimize encoding from short-term to long-term memory for each individual person.
Basically what you're suggesting is entirely to hand wavy and not nearly concrete enough to be applicable.
E.g. some people learn best through narrative story form, other people through visual imagery, etc. at a minimum yo'd need some kind of a neural biofeedback device to gauge and "AB test" different strategies of expressing information that would optimize encoding from short-term to long-term memory for each individual person.
Basically what you're suggesting is entirely to hand wavy and not nearly concrete enough to be applicable.