This report highlights findings from a process evaluation of the Urban Alliance’s High School Internship Program in Washington, DC, Baltimore, Northern Virginia, and Chicago. The Urban Alliance program model aims to empower economically disadvantaged high school seniors to aspire, work, and succeed. The program provides youth participants with workplace skills training, opportunities for internships to gain work experience, mentorship at the internship site, and coaching support from case managers during youths’ participation in the program as well as for program alumni. The findings of this first of three reports are drawn from interviews, focus groups, and surveys of participating students, case managers, and employers as well as a review of program and secondary data.