A crucial task for sport research is to understand and explain the processes and conditions underlying skillful motor behavior. One way to account for these processes and conditions is to describe and analyze the distinct stages a learner goes through when acquiring a skill. This article starts by elaborating one of the most dominant conceptualizations of motor skills in sport, namely the information-processing approach to skills, and then it briefly recapitulates Hubert and Stuart Dreyfus's phenomenology of skill acquisition. In a second part, these two distinct perspectives of skills are discussed. The discussion progresses in a dialectical way where the author alternately argues for both perspectives. Emerging from this dialectic, the article presents two arguments for why Dreyfus's phenomenology of skill acquisition is superior to the information-processing approach.