Robert Stalnaker argues that his causal-pragmatic account of the problem of intentionality commits him to a coarse-grained conception of the contents of mental states, where propositions are represented as sets of possible worlds. Stalnaker also accepts the "direct reference" theory of names, according to which co-referring names have the same content. Stalnaker's view of content is thus threatened by Frege's Puzzle. Stalnaker's classic paper "Assertion" is intended to provide a response to this threat. In this paper, I evaluate Stalnaker's claim that the causal-pragmatic account of intentionality commits one to a coarse-grained conception of the contents of mental states, and argue that the apparatus laid out in "Assertion" is not sufficiently comprehensive to account for all versions of Frege's Puzzle