“I have white privilege, but I have the knowledge of what it is to have a black son,” Jay Caroli pondered this seeming contradiction in his family’s reality. “And that doesn’t give me any pass on my whiteness,” he continued. His wife, Sharon Caroli, weighed the cost benefit analysis that has plagued parents of Black children for decades, no centuries: Do I speak out loudly against the hate and risk the backlash on my family? Or do I stay quiet in order to maintain safety in one of the whitest communities in the nation? And if I choose the safer option in the short term, what world will greet my children when they reach adulthood and step beyond the threshold of our safe home? For the Caroli family and so many others, these questions have no simple answers.