The latest web technologies can be instrumental in allowing the dissemination of job opportunities to under-represented groups and in making these groups aware of the job market needs and requirements This paper presents the design, architecture and functionalities of DAEDALUS, an ICT tool that provides collaborative employment services to young people from the Mediterranean basin countries involving regional entrepreneurs, ICT companies, and employment associations. Special attention is paid to the presentation of the services offered by Daedalus that assist regional administrators to monitor the current and forecast the future national and regional matching of market demands and supply needs in order to enhance the regional labor market. Challenges and shortcoming of this effort as well as future evaluation directions are highlighted.