Randy Komisar, author of The Monk and the Riddle, has called for a new philosophy of social entrepreneurship and a new way of applying the discipline to social missions. In this question-and-answer discussion during the Online Giving Marketplaces Conference, an event convened by the Stanford Social Innovation Review, Komisar, now a venture capitalist with Kleiner Perkins, talks about the upside potential for marketplace mechanisms and markets for impacting the social space in which philanthropy traditionally operates. He addresses questions such as how to create an efficient capital market for philanthropy, how to marry program evaluation with powerful dynamics among online giving places, and the role of public policy in supporting socially related markets.