This study acknowledges the experiences of former teen mothers and identifies the specific supports that enabled them to continue their high school education. The study was conducted through narrative inquiry and explored the complex issues of teenage pregnancy and parenthood connected to educational attainment and aspiration. As a theoretical framework, the Circle of Courage, a model for developing and enhancing resilience, was used to explore the themes of belonging, mastery, independence and generosity as they relate to the lives of pregnant and parenting young women. This study may be of interest to the school district and other community agencies that provide support to pregnant and parenting teens. --Leaf ii.