Gender is a social concept that includes both women and men. Gender roles are deeply embedded in social organizations and are then carried into work organizations. This paper explores the movement of gender roles of yesterday to today and tomorrow. An event from the Mahabharata is taken to reflect the frozen monolith roles and systems. It is then related to processes occurring in organizations where gender diversity is increasingly becoming a reality. The paper also explores the journey of Indian organizations in terms of gender diversity through five phases of women's entry into organizations, their career paths and growth. The paper then identifies the policies organizations need to design and what roles women and men can play to create a vibrant and live organizations. The paper looks at the need to translate the potentials of both women and men into reality to enhance productivity. Simultaneously, the necessity of wholesomeness of life space and relationships has been stressed upon here. Gender diversity means that organizations need to take into account family space and social relationships to create an equilibrium between home and work.