Inigo Montoya - in The Princess Bride

In The Princess Bride

Unable to find his father's killer and fearing that he would never fulfill his quest, Inigo sinks into depression and alcoholism before the criminal Vizzini finds him. Vizzini, Inigo, and a Turk named Fezzik are hired by an unknown man to kidnap and kill the "princess bride", Buttercup. Subsequent events lead to Inigo's duel with the "Man in Black" or Westley, Buttercup's childhood sweetheart, an extended sequence in both the book and the movie, in which both contestants begin fencing left-handed and eventually convert to their dominant right hands as the contest intensifies.

The "Man in Black" eventually bests Inigo and knocks him unconscious, but spares his life out of respect for his abilities. When Inigo regains consciousness, he enters the thieves' quarter of a major city, falls into depression, and becomes a useless drunkard once more. Eventually, Fezzik finds him and helps him regain his health. They eventually rescue the "Man in Black" from Rugen's torture chamber, but find to their chagrin that he appears to be dead. In desperation, they take him to Miracle Max, the king's former "miracle man", who tells them that Westley is only "mostly dead". Inigo persuades Max to help by appealing to Max's hatred of Prince Humperdinck, who had fired him, and they bring Westley back to life.

That night, Inigo joins the Man in Black to fight Humperdinck, and finally confronts his father's killer with the words he had waited half his life to say: "Hello. My name is Inigo Montoya. You killed my father. Prepare to die." He chases Rugen throughout the castle until Rugen suddenly throws a knife at him and seriously wounds him, mocking his quest as he prepares to deliver the fatal blow. At the last second, Inigo recovers his strength and duels his father's murderer, repeating his fateful words as he corners Rugen, inflicting on him the same dueling scars. Rugen begs for his life and offers to give Inigo anything he wants; Inigo replies, "I want my father back, you son of a bitch," and kills him.

At the end of the film, having avenged his father and thus no longer in "the revenge business," Inigo ponders what he will do with the rest of his life. In response, the "Man in Black" offers Inigo the position of his successor as "The Dread Pirate Roberts."

The novel ends with Inigo's wounds reopening while he is on the run from the Brute Squad, leaving his future in doubt.