This paper provides a comprehensive analysis of moonlighting, the practice of holding multiple jobs simultaneously, examining its historical evolution, global prevalence, and multifaceted impacts. It highlights the dual nature of moonlighting, serving both as an economic necessity and a pathway for career advancement and personal fulfillment. The phenomenon's recent surge, significantly accelerated by the COVID-19 pandemic and the widespread adoption of remote work, has profoundly reshaped labor market dynamics. The report delves into the diverse drivers compelling individuals to engage in secondary employment and explores the complex implications for both employees, including risks of burnout and benefits of skill enhancement, and organizations, such as concerns over productivity, conflicts of interest, and intellectual property. A particular focus is placed on the Indian industrial landscape, detailing its unique legal frameworks, varied corporate responses, and the socio-economic factors influencing moonlighting trends within the country. The analysis culminates in a discussion of policy recommendations for organizations and governments, advocating for transparent frameworks that balance employer interests with employee autonomy in this evolving work environment.