This research explores how various factors, particularly parenthood and employment, influence the cognitive dimensions of gendered well-being in Brazil, the Netherlands, and the United States. Using data from the World Values Survey Wave 7, we find that the impact of parenthood on women’s well-being varies across countries. For husbands, occupational status has a greater effect on happiness than fatherhood, while wives’ employment appears to have little to no significant relationship with their well-being. We discuss the implications of these findings and offer policy recommendations to address the motherhood dilemma, advance gender equality, and support female workforce participation.