The aim of this study is to analyze one innovative and specific technique in the human resources management within the sport field. In the last decades in the organizational settings, also in the sport sector, the new technologies have caused significant changes. Technology affects many human processes, the decision-making process, the financial business, the learning and training processes, the teaching activities and so forth, by defining new tools, such as e-mentoring, that can improve these significant and critical processes. Therefore, in our society an important role is played by the technology with advantages and disadvantages. This paper investigates mentoring, recognized as a learning and competence development goal-driven process, supported by new technology in order to understand context and factors of technology that affect mentoring relationships within learning and training process in the sport context, considering their own specific characteristics. Sport increasingly becomes a very important business for its growing economic and social impact and, it is also recognized a much interesting research field in many different disciplines such as medicine, management, economics and so on. Athletes tend to achieve the same goal, that is a high level of performance in any sport disciplines; for this reason the supporting and guidance process for athletes plays a key role for their success. Athletes and also all the individuals with different roles and functions operate in the sport system (technicians, referees, and so on) need to be trained and develop their knowledge and competences. In the recent years, mentoring in the sport field, especially supported by the technology, is recognized as a key factor in the professional and psychological developmental process. This explorative study is conducted through a brief review of the literature on the topic and the analysis of two e-mentoring experiences in the Italian sport context in order to evidence mentoring main functions and application areas, systematize and clarify the main contributions on this issue and identify new research perspectives.