We interviewed 42 students with a learning disability attending a large competitive state university about their reasons for seeking disability services (DS) when they did and their transition services in high school. Students who sought services earlier performed better academically than students who postponed seeking services. All but eight students first sought services in response to academic crises. Students who were more proactive received more college transition services in high school, while students who sought services later reported limited knowledge as a barrier to seeking services. A highly scheduled freshmen year, a general feeling that things were going well, and a desire to forge an identity free of a disability were also reasons given for postponing services. Implications for transition services at the high school and postsecondary levels are discussed. (Contains 3 tables.)