In this episode, Dan Gilbert discusses with Adam Grant how we systematically mispredict what will make us happy. They explore how our minds imagine future emotional states (affective forecasting), why major life changes often matter less and recover faster than we expect, and why smaller annoyances and everyday frictions sometimes linger longer than big events. They also reflect on Gilbert’s own path – from high‑school dropout to Harvard psychologist – and how his research calls into question many intuitive beliefs about happiness and life‑directions.