It's very important to remember that the philosophers were social dissidents. They were social critics. The man in the street or woman in the street did not particularly cherish what they said. Socrates was killed.

The good polis is made by the good person, his moral character intact, and the good polis, in turn, helps turn out good persons, their moral character intact.

I was trained as a philosopher never to put philosophers and their ideas into historical contexts, since historical context has nothing to do with the validity of the philosopher's positions. I agree that assessing validity and contextualizing historically are two entirely distinct matters and not to be confused with one another. And yet that firm distinction doesn't lead me to endorse the usual way in which history of philosophy is presented.

Plato worried that philosophical writing would take the place of living conversations for which, in philosophy, there is no substitute.

I don't only act out of my character; my character reacts to my actions. Each time I why, even if I'm not caught, I become a little bit more of this ugly thing: a liar. Character is always in the making, with each morally valenced action, whether right or wrong, affecting our characters, the people who we are.

Colleges seem to want candidates that are so well-rounded they'd have to be two different people use together with mutually exclusive characteristics! They have to be gung ho athletes and sensitive artists, studious nerds and gregarious social networkers, future rulers of the universe and selfless altruists.

There is nothing superstitious about forcing bad consequences for the hubris of paternalistic utopianism. Humanity should never be frozen into a vision of the best. A creative society must be willing to tolerate some degree of instability because creativity is inherently unstable.