Our article conceptualizes the experiences of women entrepreneurs through exploring how they negotiate an entrepreneurial identity in liminal digital spaces. Providing empirically textured narrative portraits of women’s experience of transitioning from employment to a digital entrepreneurial career, this article counters the ascendant rhetoric celebrating the democratizing promise of digital technologies. We present a more critical analysis of the experience of self-doubt and existential precarity including the ways in which gender norms permeate the intimate structures of women entrepreneurs’ everyday lives and selves. We also develop the concept of liminality by illustrating how women digital entrepreneurs cope with liminality through identity play and identity work.