Follow the journeys of four young people-all first in their families to go to college-as they road-trip across the country to interview inspiring individuals who were also first in their families to pursue higher education. After gaining wisdom and guidance from trail-blazing leaders-including Anna Maria Chávez, CEO of Girl Scouts of the USA, Grammy Award-winner John Legend, and Starbucks CEO Howard Schultz-the Roadtrippers are emboldened to embrace the opportunities ahead and ask "why shouldn't I succeed?"