The intent of this article is to examine how the best type of internship, i.e., the full-time, job-embedded model can be enhanced using coaching. Before illustrating an exemplary internship program with coaching, this paper describes what an exemplary full-time, job-embedded internship experiences looks like and expounds on the importance of designing exemplary "OJT" job-embedded internship experiences and not settling for less. Subsequently, this paper examines briefly the literature surrounding coaching and how it benefits the internship experience. Upon completion of the coaching literature, we share the elements of an exemplary residency program implemented by the University of Illinois at Chicago (UIC) as part of their doctoral program (Ed.D.) for developing urban school leaders. And finally, we conclude this paper with policy recommendations for states to consider in designing an internship experience that fully inducts an intern into the real life world of school leadership. (Contains 1 table.)