The central message of this chapter is Socrates’ dictum, “know thyself first.” We must know ourselves before presuming to think that we are in any position to influence others. The now-bulging literature on personal and organization development is explored and some integrating principles are offered for understanding how deep learning can be developed in ourselves and others. This includes cultivating mindfulness, a practice that allows us to interrupt knee-jerk reactions to stimuli that might lead to the assortment of cognitive biases that stand in the way of deep learning.