As introduced in the first chapter and elaborated upon throughout this book, the nature of social work management and the context in which social work managers operate is changing. Social work management is an evolving entrepreneurial and businesslike practice and, in recent years, has actually evolved quite rapidly in the United States and many other parts of the world. As with any practice that is developing in this manner, there are bound to be various gray areas or debated aspects of the practice that deserve attention. While my exploration in this chapter of some of social work management’s emerging issues is by no means exhaustive, the issues I raise henceforth are not only important to consider, but also tend to be issues that are not often discussed in our field, at least not at sufficient length. Thus, this chapter serves as a forum to hopefully jump-start some new thinking on these topics.