For the better part of two decades, the world of philanthropy has been engaged in an important, sometimes contested, conversation about “impact”—both how we measure it and how we deliver it. More recently, this discussion has focused on how to create impact through the capital market, specifically through impact investing. The time is right for us to consider how we might start to bridge the gap between philanthropic impact and investments. Indeed, we have come to believe that if we expect to overcome the forces of injustice and inequality, we need to expand our imaginations and our arsenals. In short, we must begin to more deliberately leverage the power of our endowment.