Corporate history is peppered with the riveting account of disruptive and transformative power of digital revolution. It is prominently highlighted by the ‘topple rate’ of many mighty corporations and emergence of new generation global companies in corporate landscape. A cursory glance at rising rate of innovations brings into mind the mortality rate of traditional products and services irrespective of market dominance position. Economic reality reflects that no business or industry sector is having any immunity from the threat of new entrants or existing businesses moving into new areas of products and services. Therefore, embracing technology and configuring tomorrow’s organization with digital capabilities is one of the most critical challenges occupying the strategic agenda of top-tier leaders of any forward-looking enterprise. In view of this backdrop, this article focuses on challenges and imperativeness of digital age leaders to take the mantle, lead effectively by building the culture and digital capabilities of the organization for transformation of the organization. Accordingly, author provides an analytical perspective on leadership challenges in digital economy, and recommended actions require to respond to the acceleration of changes for creating superior and sustainable organisation value.