Robin Williams’ character literally says in his tangent that he will never know what it is like to be an orphan. He certainly cannot tell the 'kid' how he should feel because he read Oliver Twist. He's aware that the same applies to him.
He can be wrong in both directions! Lived experience is a uniquely rich and direct source of knowledge, and on average it's wise to take people seriously when they're speaking from it, but it's also very possible for an individual to have an absolutely horseshit interpretation of their own experience! Maybe it's distorted by trauma or self-serving biases, maybe they're just not very good at thinking, but there will always be someone out there to make you regret putting experience on too high of a pedestal, and sometimes the off-putting book-smart perspective is the more valuable one.
He can be wrong in both directions! Lived experience is a uniquely rich and direct source of knowledge, and on average it's wise to take people seriously when they're speaking from it, but it's also very possible for an individual to have an absolutely horseshit interpretation of their own experience! Maybe it's distorted by trauma or self-serving biases, maybe they're just not very good at thinking, but there will always be someone out there to make you regret putting experience on too high of a pedestal, and sometimes the off-putting book-smart perspective is the more valuable one.