An articulation of problems with certain themes at work in the existential phenomenology that underpins Dreyfus' critique of McDowell, especially insofar as Dreyfus draws on Heidegger's existential analysis. Although this paper argues that the substance of Dreyfus' critique of McDowell is compelling, this paper further demonstrates that Dreyfus' own account of human experience needs to be enhanced through a more critical exploration of the themes of freedom, expertise, and solicitation.