Mad Men Trivia Questions

100 questions across multiple rounds

A drama trivia theme built around Mad Men, covering Don Draper, the ad world of the 1960s, office politics, family life, social change, and the character-driven tensions that shape the series.

Mad Men trivia works because the show is full of sharply drawn characters, memorable pitches, status games, marriages, affairs, and workplace shifts tied to a very specific era. Its details are quieter than action-driven shows, but they are often just as memorable.

A strong Mad Men quiz can include Don, Peggy, Roger, Joan, Betty, Pete, Sterling Cooper and its later forms, advertising campaigns, office hierarchy, family strain, identity questions, and the wider backdrop of 1960s American culture. The theme works because it can move between character psychology, business ambition, period detail, social change, and the smaller personal moments that give the series its depth.

Marathon Mode is best for a longer run with bigger rounds, while Challenge Mode works better for shorter 10-question sessions.

Sample Questions

  • Which company campaign leads to Don’s iconic pitch using family slides and the word “Carousel”?
  • What is Don Draper’s dog’s name?
  • Which character works as a head of accounts at a rival firm and later joins Don’s merged company?
  • Which character is the eccentric copywriter who suffers a severe mental breakdown and believes a computer is affecting his thoughts?
  • What is the name of Peggy Olson’s on-and-off journalist boyfriend?
  • What is the name of the New York suburb where the Draper family lives at the start of the series?
  • Which character is Don and Betty’s oldest child?
  • What street number is shown for the advertising agency’s address in Mad Men?
  • What is the name of the cigarette client that is crucial to Sterling Cooper’s business early in the series?
  • In which country does Greg Harris serve when he leaves as a military doctor?