Humphrey Bogart was not born tough. He grew up on the Upper West Side, attended prep school, and was expelled from Andover. The lisp, the scar, the world-weary cynicism — everything that made him the definitive screen tough guy was either an accident or a performance. Casablanca, The Maltese Falcon, and The African Queen were made by a man whose natural habitat was a yacht, not a back alley.

This episode traces Bogart from his privileged childhood through the Broadway years, the decade of villain roles, the Casablanca breakthrough, and the Rat Pack marriage to Lauren Bacall that defined Hollywood romance.

• Bogart’s upper-class upbringing and the prep school expulsion that sent him into acting
• A decade playing gangsters and villains before Casablanca made him a leading man at forty-three
• The Bacall partnership — on screen and off — and the persona that defined mid-century cool
• The African Queen Oscar, the Rat Pack years, and the cancer death at fifty-seven