This study explores the influence high-stakes testing has on Latina/o student aspirations and subsequent college enrollment. It quantitatively examines the critical juncture of high school exit and college entry at a school district serving a predominately Latino population. Findings confirm a strong correlation between the math and English Language Arts exams. Furthermore, each subsequent attempt of the California High School Exit Exam (CAHSEE) yields lower average scores. Considerations about policy and its implications at the high school level are also discussed.