In the past 30 years, there has been extended research on athletes’ career development toward a promising dual career. Present research was focused on the description of the legal and educational framework about dual career athletes in Greece, as well as on identifying the obstacles, needs and challenges of elite young and former athletes, and stakeholders in the development of their dual careers. A survey was conducted on a total of eighty-four athletes and stakeholders residents of northern, southern, and central sport destinations of Greece. Young athletes, former athletes and stakeholders completed three different questionnaires. Demographics, attitudes, preferences and actual experiences about their athletic life and career were recorded in parallel with their educational life and professional career. Data analysis supported that elite athletes in Greece neither seemed to follow a common model proposed by the state or national policy nor seemed to be supported by national legislation leading to dual-career practices. It was remarkable that sport stakeholders in Greece indicated that dual-career program remained at an early stage and more effort from all participants was required. A SWOT analysis pointed out strengths, weaknesses, opportunities and threats for the dual-career status in Greece. Results focused on the lack of support by the government, sports institutions, educational and market structures to link all forces successfully for a sustainable dual career program. Comparing to European sport system and strategies, the study revealed similar weaknesses and mainly the absence of an official national legislation.