Boss Women: Anna Wintour is a BBC1 television documentary broadcast in 2000 as part of the Boss Women series, a group of portraits centered on female executives. Focusing on Anna Wintour more than a decade into her tenure as editor in chief of American Vogue, a role she assumed in 1988, the film documents her as a defining media figure at the turn of the millennium, when fashion publishing remained closely tied to print authority, celebrity image-making, and institutional power. Structured as an observational profile, it situates Wintour within the machinery of Condé Nast and the wider fashion system, recording the disciplined routines, editorial control, and public mythology that had by then made her one of the most recognizable and debated figures in the industry.