This paper argues that sociocultural accounts of learning fail to answer the key question about learning--how is it possible? Accordingly, we should adopt an individualist bootstrapping methodology in providing a theory of learning. Such a methodology takes seriously the idea that learning is staged and distinguishes between a non-comprehending engagement with things and a comprehending engagement. It suggests that, in the light of recent work in psychology (Carey) with insights from Wittgenstein, there is rich scope for a bootstrapping account of learning. The paper also argues that sociocultural approaches when pushed, either require some such bootstrapping account, or they collapse into an obscure Ficthean metaphysics in which individual abilities are 'summoned into being' by the attitudes of others.