The persons or the groups of people that are the least expected to have a bright future, excel or win in any situation. Despite a simple dictionary definition who are the underdogs? It is all the Davids that rose against the Goliaths to make a point, it is all the Chris Gardners that decided to pursue happiness regardless of the struggles and rejections. It is every person that continues to think of ways to pursue his/her dream no matter the difficulties he/she faces. It is all of us that have struggles but have managed to fail forward, to turn the “no” mode into the “on” mode and to go beyond the expected in order to find the right path towards the desired goal, dream or wider aspirations. Underdogs can be the driving force towards change as they can be resourceful with a fresh look on matters and can con-tribute to new ideas in different areas. No matter the outcome, they do not fall in the realm of the mainstream; they are out-of-the-box thinkers, always true to their moral compass. In an era of rapid technological advances, new frontiers opening in communication, fast accumulation of knowledge, experiential learning and new age entrepreneurship those who were never expected to rise up, recover from the “fall” or misfortune have become the leaders in the Age of the Underdogs.