What do you want to be when you grow up? This is a question we ask children, and adults. In American culture the concept of the future self is critical, required. It drives us to improve, become a richer, more successful, happier version of who we are now. It keeps us from getting blinkered by the world we grew up in, allowing us to see into other potential worlds, new and different concepts, infinite other selves. But the future self can also torture us, mocking us for who we have failed to become. We travel to North Port, Florida, where the principal of a high school did something extreme and unusual to help his students strive for grander future selves - a noble American experiment that went horribly wrong.