This article examines how organizational leaders can strategically influence their career trajectories despite the inherent role of chance in professional success. Drawing on empirical evidence, it argues that while luck cannot be eliminated from career advancement, individuals can significantly enhance their opportunities through deliberate practices. The article outlines three key strategies: building diverse professional networks through industry events and associations; maximizing learning through certifications and special projects; and cultivating a positive professional reputation through consistent performance and transparent communication. Through practical examples and research-based insights, the article demonstrates how these intentional approaches position leaders to capitalize on unexpected opportunities when they arise, effectively transforming random chance into predictable patterns of career advancement that favor the prepared and proactive professional.