Decades after growing up in poverty and surviving physical and sexual abuse, I've had the opportunity to witness my mother's best efforts from a new perspective. She has come into money and is currently raising another little girl. In this paper, I explore the differences in her parenting and values before and after experiencing upward social movement. In my parents' second chance and attempts to "get it right," they have made decisions resulting in many unintended negative consequences. In the end, the addition of money does not seem to have had a positive effect on them or the child they are raising.