For much of human history, inequity was taken as a fact of life. However, as reflection on the human condition became more prominent, arguments that some forms of inequity can be ameliorated began to emerge. In this paper, the authors note that "inequity aversion" is a built-in human trait, and they reflect on the fact that, nonetheless, throughout human history, inequity has typically been the norm. In spite of the difficulties inherent to the challenge of making progress toward a less unequal world, the authors argue that progress is nonetheless possible, particularly if those bent on such movement adopt the following five rules of thumb: (1) Pick your battles, (2) articulate a precise doable vision, (3) speak to the collective imagination, (4) avoid virtue signalling, while embracing costly ones, and (5) get comfortable with tragic optimism. The article concludes by focusing on the need for educators to help shape the lenses of the next generation so that, when they view the enormity not only of the number of problems that humans face, but also the scope of each one, they are not overwhelmed either with anger or pessimism.