This transcendental phenomenological investigation examined urban students' experiences in Gaining Early Awareness and Readiness for Undergraduate Programs (GEAR UP), an afterschool college readiness program. The federally funded program provides low-income and minority students information and access to services that lead to increased opportunities for post-secondary education. Interviews with 10 participants revealed that (a) navigating the college system; (b) expansion of career options; (c) counseling relationship; (d) personal insight; and (e) future orientation were major themes. Implications for school counselor preparation and practice are discussed.