We will describe the design, development, and implementation of a longitudinal STEM career awareness and STEM workforce preparation program that starts in 7th grade and continues through 12th grade. We will discuss the collaboration that involves school level partners, businesses, community colleges, and a research university. Specifically, our collaboration is recruiting, retaining, and preparing students from underrepresented populations in STEM and provide them with the opportunity to opt into and stay in a STEM career pathway. With this goal in mind, our diverse team which involves STEM faculty at Massachusetts Bay Community College, three school districts (Boston, Waltham, and Framingham) and faculty in the School of Management (social entrepreneurship) and the Lynch School of Education from Boston College in collaboration with MentorNet (MentorNet.org) to grow the pipeline of youth graduating with the necessary skills to enter the local area workforce. We will describe project work the new courses and how we are focusing on supporting youth learning and developing the confidence, persistence, and the skills to fill STEM-based positions that are known as “middle skills”. We will discuss how our collaborative work, which cuts across after-school middle school programming and out-of-school programming in high school, is connected to a long-term career STEM pathway through community college. Also discussed is how we engage teachers in classrooms through a variety of science education programs and connect those in-school activities to the out-of-school activities. We will present lessons learned across the different contexts and make recommendations for others who are attempting to develop a similar program.