Reflexivity involves the researcher's attentiveness to cultural aspects of the research context. In this article, I deconstruct scenarios from a reflexive diary and interpret how these scenarios respond to an insider-outsider positionality that is determined by my cultural identity, profession, gender and educational background. I examine reflexive dialogue as pertaining to several factors: the influence of my background on the research topic; the changing nature of positionality in different cultural locations; methodological decisions that are based on my positionality and the research context; preparation to conduct fieldwork in two distinct cultural contexts; and ways to establish rapport, approachability and cultural credibility. I conclude by acknowledging the value of reflexive practice, and by determining my ambivalent insider-outsider positionality in different cultural locations.