Unemployment rate in Colombia at 13%, one of the highest in Latin America. Even worse so in urban areas, for young people, women and those with low-literacy rates. The young population makes up add up to 30% of the working-age population, however low proficiency levels, education and skills along with barriers to access the labor market limits the opportunities of this population to improve their living conditions. Approximately 21% of young people (2,600,000) are “Ninis”, people who neither study nor work. We propose using ConHector as a virtual assistant that connects youth population seeking for jobs with employers and training through practical guidance tools, while leading to job insertion. Our strong data science approach gleans insights from structured and unstructured data providing valuable feedback and analysis to employers of the youngsters participating in the program and relevant stakeholder behaviour.