We are familiar with the concept of diaries as either calendars in which we record planned future activities or an autobiographical account of events, thoughts and feelings we have experienced, usually recorded on a daily basis. The growing interest in conducting diary studies as a research method has tended to be from within a positivist paradigm, focusing on quantified measurements. In contrast, this chapter aims to encourage qualitative diary research by offering some practical design and implementation guidelines, as applied to organizational settings.