This study reflects leadership development is a multilevel multi-context self-learning longitudinal journey embedded in a social learning environment with nine influential factors: parents, teamwork sport activities, teachers, role models, mentors/coaches, community-based networks (social factors); self-learning, experimentation, self-reflection (self factors). These findings of the book are based on a longitudinal qualitative study of interviewing 100 SME’s business owners and leaders attending a British leadership development framework and an international communication and leadership programme.