When we are experts in a discipline, such as law, accounting, business administration, investments, insurance, estate planning, financial planning, we become more sharply sighted and also more blind to what lies outside our trained field of vision. When we learn in addition to our discipline a bit of the humanities, we go through several stages. First, blinded by the light. Second, talking big, and sounding in our own ears like innovators and geniuses. Here we write books, have acolytes, found little cults of fellow thinkers, give conference papers, become venerable, as we age, and begin to endlessly repeat ourselves. Third, if we are still alive in the mind, we realize, with a start, how deep the humanities are, how bottomless, divided, and nefarious we ourselves are, how self deceived, how blind. We go from being heroes in our own eyes (and comic figures in the eyes of the angels), to becoming conscious Fools in our own right, perfecting the ancient craft, in our living example. The connection between being an Advisor to Dynastic Wealth, and the roles of Courtier, Faithful Servant, Machiavel, Dupe, Knave, and Fool are not hard to find. What else, for example, is King Lear about? (Well, it is also about bad faith, selfhood, injustice, love, the cosmos and kingdom out of joint, incipient senility, and a proud, blind King, ill-served, but that is my point.) Yet, to know from old books that the wisest counselor is a Fool is one thing. To actually go insane as a condition (or result) of employment by a Dynastic Family is another. Few are willing to pay that price consciously, though, in my experience, the Asylum is full - conference after conference.