Single and childless women over the age of 35 constitute an expanding demographic in North America and many parts of the world, yet our society continues to place importance on marriage and family as markers of life success. This study explored how eight single (never-married) and childless women experience themselves during early midlife (ages 35–45) utilizing the Listening Guide method of analysis. Three categories of participant voices were uncovered in this research: voices which conveyed the positivity of living a single and childless identity (i.e. the voices of hope, faith, gratitude, nurturance, freedom, and resilience), voices which conveyed the struggles of living a single and childless identity (i.e. the voices of invisibility, shame, confusion, loneliness, guilt, longing, and uncertain waiting), and the voice of ambivalence. Implications for clinical practice and research are discussed.