This study addresses gender inequality in rural areas, focusing on the structural and socio-cultural constraints faced by women, despite the increasing feminisation of agriculture. The research question posed is: what are the leadership experiences of rural women in the cocoa production chain in Tibú, Norte de Santander, Colombia? The objective is to unveil the leadership experiences of rural women in the cocoa production chain in Tibú, Norte de Santander, Colombia. Using a qualitative and interpretative approach and a case study design, the experiences of ten women cocoa producers were analysed. The coding technique was based on theoretical material, generating two subcategories and the respective theoretical codes. The subcategories are associativity and time use. The findings reveal barriers such as shyness or fear of rejection, low participation in community groups, limited education, decision-making restrictions, unpaid work overload, lack of leisure time, and gender-based violence, factors that perpetuate poverty and hinder their community leadership. However, it highlights how women’s leadership and associativity positively impact sustainable agriculture and community cohesion. Although public policies recognise their key role, their implementation remains insufficient. This study highlights the need for comprehensive strategies that overcome inequalities and promote inclusive rural development.