For the most part, Adolescent Health remains a tricky subject as most of the indicators, especially, those relating to their sexuality, continue to depict a worrying trend globally. It is important to take a deeper look into the factors that determine the behavioral trends and look for solutions from within the micro and meso environments within which the young people and adolescents live and grow. This publication takes a look at the important roles that head teachers play in the lives of in-school adolescents, and how this can be harnessed to help improve Adolescent Health, especially in Low and Middle Income Countries around the world.