A friend of mine who works in non-profit fundraising says the best way to learn about a person is to ask about their top three charities. Once someone reveals where they freely and enthusiastically give their money, you can begin to understand what makes them tick.
Another friend says that the five most played songs in someone's iTunes account go a long way toward describing their inner life.
Pulitzer Prize-winning historian Gary Wills has another way of sizing up people. "Show me your leader," Wills wrote in Certain Trumpets," and you have bared your soul."