The growing prominence given to charity trustees’ strategy-making roles and responsibilities is encouraging reassessment of the values and purposes of trusteeship in Britain. This occurs against a background of an increasingly professionalized and managerialist charity sector. Trustees are seen, in public policy terms, as a homogeneous and leadership-oriented group, while some charity managers aspire to or are already fulfilling leadership roles. This research note reviews these developments, considering trustees’ strategy-making and controlling functions, and the nature of the relations between charity staffs and trustees. It describes the development of a tentative typology by the authors, characterizing trustees’ approaches to their roles, as a means of illustrating the heterogeneous rather than homogeneous nature of the overall charity trustee body. The research process, leading toward the typology’s development, is outlined and critiqued. Reflections on the value of the typology are given and possible future developments in trusteeship are considered. The authors consider that those trustees willing to remain in role are likely to adopt custodial rather than entrepreneurial approaches to their trusteeship. Such a role is likely to be increasingly at odds with the role sought or adopted by senior managers in some charities, and also with the proactive model of trusteeship that is being encouraged by the regulatory systems for British charities.