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.
Marathon Mode
30-question rounds
Challenge Mode
10-question quick rounds
Survival Mode
One mistake and the run ends
Trivia Rush
Score, streak, and multiplier run
Versus Mode
Play locally against friends
Wordle
Guess themed words
Word Search
Find hidden themed words
Fan Section BETA
Community-created questions. Quality and difficulty may vary.
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Sample Questions
Tap an answer to reveal it.
- Which client’s campaign involves burger, fries and a steak?
- Which position does Peggy Olson first have when she starts at Sterling Cooper?
- Which character is Don Draper’s half-brother who unexpectedly appears and later dies by suicide?
- What is the name of the original agency where the show begins?
- What is the name of the New York suburb where the Draper family lives at the start of the series?
- Which character is the eccentric copywriter who suffers a severe mental breakdown and believes a computer is affecting his thoughts?
- Which client’s focus group leads to a brutally honest breakdown from the women testing a new product, affecting Peggy deeply?
- Which client does Don avoid pursuing because it would require security clearance from the government?
- What is the name of the widowed wife of the real Don Draper?
- Sterling Cooper is said to have been founded in what year?
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.
If you enjoy Mad Men trivia, also try House and True Blood on Trivia Gauntlet.