After an introductory of the recent work in whiteness studies, in this paper, I revisit the issue of whiteness in sport psychology and critique my earlier, overly optimistic, assessment of future confrontations with white racial identity and privilege in the field. In addition to theoretical and empirical work in critical race studies and whiteness studies and its application to sport contexts, I draw from the recent work within and outside of sport psychology on autoethnography and present several brief autoethnographic vignettes that illustrate moments of tension in my own negotiation of issues related to whiteness and privilege as an early career academic teaching and doing research in sport psychology and sport sociology. Following the work of Smith and Sparkes (2009), I attempt to write in varying styles and voices to engage the reader on multiple levels. I conclude with an attempt to tie these narratives to larger issues of pedagogy and possibilities as they relate to an active, progressive, anti-racist mode of addressing whiteness and sport psychology.