Latinx students are a growing population in postsecondary education but attain degrees at a pace behind their non-Latinx peers. This research examines a partnership between a research university (RU) and career and technical education (CTE) high school, Hillside Technical High School (HTHS). Through a 2-year ethnographic case study, we found that different logistics and cultural values were primary contributors to the bifurcated pathway between high school and college. These pathways were most successfully connected through strategies such as flexibility, personal relationships, and incorporation of community resources as well as viewing the students as resources. Our study suggests a need to reframe partnerships in recognition of the assets that students bring to these efforts, while also creating opportunities for additional faculty support and community involvement.