This chapter explores how experiential learning opportunities, specifically service-learning, foster career exploration, development of transferable skills, and readiness for employment and/or higher education among community college students. By drawing upon experiences leading service-learning opportunities, career development, faculty partnerships, and leadership development at urban community colleges, the authors present an approach to community college education rooted in experiential learning. The chapter proposes the use of Usher, Bryant, and Johnston's model of learning from experience to develop students' vocational practices and help “learners become more empowered to respond to their changing vocational environments” (Merriam, Caffarella, & Baumgartner, 2007, p. 68). These impacts are illustrated through the programs and student voices of a community college recognized for its service-learning opportunities. Colleges and corporations share responsibility to prepare citizens (Holton, 1998). Community colleges must take the lead in developing these partnerships and designing learning environments that benefit students and community, in turn creating a next-generation workforce.