College readiness is a social construct requiring both student and adult preparedness. This paper used a case study methodology to explore how teaching in an early college program might promote adult college readiness in the instructors. A community of practice, enhanced by a co-teaching model, in two separate high school settings under one early college program, was the unit of analysis. The communities of practice provided a safe place for risk-taking, experimentation and innovation. Semi-structured interviews revealed growth in cross-cultural understanding, content knowledge and contextual skills and knowledge as well as general teaching skills, all of which would contribute to student success in the secondary/postsecondary transition. Self-discovery and self-expression flourished, but concrete changes in identity were minimal and institutional learning was marginal.