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This essay addresses four main questions. The first is devoted to how I became interested in the philosophy of sport. The second question concerns how my academic career has evolved over time in line with various developments in the field that privileged certain lines of study over others and which largely marginalized philosophy in particular and the humanities in general. The third question centers on what I take to be my own main contributions to the philosophy of sport and what, if any, impact they may have had on the larger field of kinesiology. Finally, I offer my own brief prognosis of what I think the future has in store for the relationship between sport philosophy and kinesiology.