This report delves into the multifaceted world of leadership by examining and contrasting the leadership behaviors of a CEO of a multinational firm and a sports coach. It highlights the essential qualities of a CEO, including the ability to learn from past experiences, strong communication skills, relationship-building, realistic optimism, and adaptability. The report explores how CEOs exercise leadership through distributing responsibility, open information sharing, fostering idea generation, providing access to other strategists, and developing opportunities through experience. It then identifies relevant contextual factors impacting leadership effectiveness, such as task complexity, leader authority, and cultural norms. Shifting focus to sports coaching, the report outlines the behaviors required for effective coaching, including training and instruction, democratic and autocratic behaviors, and social support. It also details how coaches exercise leadership through knowledge of the sport, patience, and communication skills. Finally, it identifies the contextual factors relevant to sports coaching, such as controlling styles, controlled motivation, and competitive anxiety, and how these factors influence coaching effectiveness and athlete performance. The report provides a comprehensive overview of leadership dynamics in diverse contexts, offering valuable insights into the strategies and behaviors that contribute to success.