The transitions from childhood to adolescence and then from elementary to middle and high school and into college can be challenging for all youth. However, they can be especially difficult for youth from low income, ethnic minority, or immigrant families. As they transition to middle school, high school, and college, these youth often begin to exceed their parents’ level of schooling, thus making it necessary for them to rely on peers, teachers, and community mentors for help with school work and education/career goals (Azmitia & Cooper, 2011; Cooper, 2011; Dennis, Phinney, & Chuateco, 2005). In some cases, youths’ academic and career goals may be in conflict with the needs of their families and friends. For example, families of college-bound youth may pressure them to attend a college close to home so they can continue to help the family economically, provide childcare, or serve as English translators (Chao, 2006; Grau, Azmitia, & Quatelbaum, 2008; Orellana, 2009; Syed, Azmitia, & Cooper, 2011).