Abstract The primary goal of this paper is to contribute to the discussion of an effective digital transformation of organizations based on the latest trends of skills. It also intends to analyze the perceptions of individuals regarding the challenges faced by organizations and opportunities for new disruptive business. A literature review about the digital learning contexts and the identification of skills needed for organizations digital transformation was made. Moreover, it was also launched an online survey to identify the importance of skills for an effective digital transformation. As primary results, the main skills identified were artificial intelligence, nanotechnology, robotization, internet of things, augmented reality, digitalization; and the main digital learning contexts were mobile technologies, tablets, and smartphone applications — which are becoming more and more popular among the employees. This study will help organizations to rethink their strategies according to skills development to respond to the challenges of digital transformation.