Intentional carelessness is the act of purposefully choosing not to attach ourselves to what happens or to what happens as a result of what happens. It is a stance that promotes curiosity and openness to experiencing life as it is lived without judgment or regret. It means that we do not take ourselves and our preconceived, rigid ideas about the world seriously; however, the fate of the world, and our actions or lack of action that contributes to its status, remain worthy of our reflection and commitment. We care about what happens but long to understand it through the hue of multiple, interchangeable lenses that together form a more comprehensive yet mysterious snapshot of reality. We effortlessly move on when we fail, and we are humbled by this experience. This is both our choice and our undeniable privilege because we choose to care about what matters most and to not care when caring becomes a hindrance to our humanity.