The chapter considers self-knowledge or self-insight. The concept of self is an inevitable consequence of recursive social reasoning, but it is bound to cause logical paradox due to its self-reference. Broadly speaking, self is an example of metacognition, namely, a consequence of cognition applied to evaluate other cognitive processes, which includes the feeling of knowing and other abilities to select the optimal decision-making strategies. As the number and complexity of different learning strategies increase, this also produces undesirable side effects, including negative emotions, such as disappointment and regret, as well as potential failures of metacognition, which might manifest as mental illnesses.