Student engagement at the University of Winchester (UK) has thrived in a higher education (HE) environment that has been hospitable to the growth of diverse initiatives. Winchester’s flagship initiative is the ‘Student Fellows Scheme’, a student engagement opportunity that enables students and staff to work in partnership on an educationally purposeful or student experience-enhancing project. This chapter will follow the evolution of the Student Fellows Scheme, exploring its development amidst a changing environment of institutional needs and the HE landscape more widely. Further to this, it will critically discuss the limitations to working in partnership and explore the hostile environments that could inhibit further evolutionary development.