Severe underdogs by definition come from circumstances that put their chances of achievement nearly at zero. More specifically, Vandello and colleagues (2017) define an underdog as “disadvantaged parties facing advantaged opponents and unlikely to succeed” (Vandello, Goldschmeid, & Michniewicz, 2017). These disadvantaged circumstances can come in a wide variety of forms. This chapter examines underdogs and offers a psychological analysis of their heroism.