Evidence suggests that more women are involved in the workforce than ever before. As a result, modern female employees incur a variety of new challenges that have been underexplored in the literature to date. For example, regarding family planning, women are waiting longer to have children as compared to past years. This yields an intersectional demographic of workers-older pregnant employees. While previous research has examined the experiences of older workers (Chiu, Chan, Snape, and Redman, 2001), and pregnant workers (Jones et al., 2016), there has been little research focusing on the intersection between these identities. This chapter aims to begin a dialogue around the experiences, potential stereotypes, and identity management strategies these women may use to cope with challenges at work. We conclude by providing directions for scholarship to begin to empirically understand this understudied portion of the modern workforce.