The educational process is rarely carried out without the use of any technology, be it directly through the use of Web 2.0 tools in the classroom, or through their application while preparing for the class. Learners use social media, You Tube channels, online learning tools and platforms to communicate with their peers in English, to perform some tasks, or to improve their skills. Thus, no matter whether we want it or not, technology has already occupied a substantial niche in the field of education. This article presents the background of the issue of technology in the classroom, as well as the benefits and challenges of using Web 2.0 tools to develop entrepreneurial skills of the learners.