While certainly wisdom is challenging to convey in human language, I’d guess an equal problem was the following:
Your list probably emphasized the lessons you learned. But “Luke” had a different life experience and learned different things in his youth. Therefore, the gaps in his knowledge and wisdom are different than the gaps you had. So some items on your list may have said things he already knew, and more importantly, some gaps in his understanding were things that you thought were too obvious to say.
Plus, while your words may have accurately described things he needed to know, he may have only read through the document once and not internalized very much of it. For this reason, compression isn’t enough; you also need redundancy—describing the same thing in multiple ways.
While certainly wisdom is challenging to convey in human language, I’d guess an equal problem was the following:
Your list probably emphasized the lessons you learned. But “Luke” had a different life experience and learned different things in his youth. Therefore, the gaps in his knowledge and wisdom are different than the gaps you had. So some items on your list may have said things he already knew, and more importantly, some gaps in his understanding were things that you thought were too obvious to say.
Plus, while your words may have accurately described things he needed to know, he may have only read through the document once and not internalized very much of it. For this reason, compression isn’t enough; you also need redundancy—describing the same thing in multiple ways.