Global crises that jolt entire systems, such as the COVID-19 pandemic, can place groups, organizations, and communities in volatile, uncertain, complex, and ambiguous (VUCA) environments that affect all sectors of society, having potentially disastrous effects including high morbidity and mortality rates, political upheaval, and extensive disruption of entire economic systems, causing damage that can last for months or even years. Effective leadership is a pivotal organizational commodity in times of normalcy, and it becomes increasingly critical during crises and the subsequent environments of discontinuous change. There has been a consistent level of international criticism regarding national, state, local, and corporate leadership during the COVID-19 crisis. This chapter explores the leadership challenges associated with highly chaotic environments and introduces an advanced model of leadership—shock leadership—and leadership development framework necessary for higher leader reliability and effectiveness in disasters and other crises.