Educational leadership has never been more crucial in our rapidly changing world. As institutions grapple with shifting pedagogies, technological integration, and societal demands, leaders who are both adaptable and visionary become essential. While academic qualifications provide leaders with foundational knowledge, it is coaching that truly hones their practical skills and emotional intelligence. This chapter delves into the significance of coaching in educational leadership development, highlighting its benefits, models, approaches, and the transformation it brings in budding and experienced leaders alike. Further, it discusses challenges in coaching strategies for educational leadership, provides solutions for both budding and seasoned leaders, and anticipates transformative trends in digital, holistic, and global coaching models.