Mad Men
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138 free Mad Men trivia questions with answers — entertainment quiz, new questions added Oct 2026.
50 free Mad Men trivia questions with answers. Step into the world of Madison Avenue with our Mad Men trivia quiz. Whether you're a devoted fan of Don Draper's complicated life or a casual viewer, this quiz will test your knowledge of the show's most memorable characters, pivotal moments, and advertising campaigns. How well do you remember the drama, romance, and intrigue of Sterling Cooper Draper Pryce?
30 of 138 questions with answers and explanations. Play the quiz
Q 01Which whiskey cocktail is Don Draper's regular order throughout Mad Men?
An Old Fashioned
An Old Fashioned has been Don's drink since the first episode; the show's arrival coincided with bartenders reviving the cocktail, which had all but vanished from menus.
Q 02What is the birth name of the man known in Mad Men as Don Draper?
Dick Whitman
Don Draper took the identity of his commanding officer, Lieutenant Don Draper, after an accident at the front, leaving behind his birth name of Dick Whitman.
Q 03In Mad Men's first season, Sterling Cooper works on which presidential candidate's campaign?
Nixon
Nixon gets the agency's help in the 1960 race: Pete Campbell buys up swing-state airtime for a laxative client so that Kennedy's ads have nowhere to run.
Q 04Which of Don Draper's secretaries dies at her desk in season 4 of Mad Men?
Ida Blankenship
Ida Blankenship dies at her desk while Don is meeting clients next door, so the staff quietly wheel her body out of the office without the visitors noticing.
Q 05In Mad Men's fourth-season premiere, Peggy hires two actresses to fight in a grocery store over what?
A ham
A ham from client Sugarberry is the prize in Peggy's staged brawl; the fight turns real, one actress presses charges, and Peggy has to ask Don for bail money.
Q 06What is Don Draper's job title at Sterling Cooper when Mad Men begins?
Creative Director
Creative Director Don Draper runs the copywriters and artists; in the pilot he rescues the Lucky Strike account with a slogan he thinks up in the middle of the meeting.
Q 07In Mad Men's season 1 slide-projector pitch, which word does Don Draper say means 'the pain from an old wound'?
Nostalgia
Nostalgia is what Don sells: he loads the tray with his own family photographs, and one colleague is so moved that he walks out of the room in tears.
Q 08What was Betty Draper's maiden name before she married Don?
Hofstadt
Hofstadt is the name of Betty's well-off Pennsylvania family; in season 3 her ailing father moves in with the Drapers after she quarrels with her brother William over his care.
Q 09Which carmaker's real 'Lemon' advertisement do the Sterling Cooper men argue over in Mad Men's first season?
Volkswagen
Volkswagen's self-mocking 'Lemon' ad, made by rival agency Doyle Dane Bernbach, annoys Don, but junior account man Pete Campbell calls it brilliant.
Q 10What was Joan Holloway's prominent role at Sterling Cooper before she became a partner?
Office Manager
Office Manager Joan Holloway ran the secretarial pool; in season 2 she proved a natural at vetting scripts for the new television department, only to see the job handed to a man.
Q 11On her first day in Mad Men's pilot, Peggy Olson is sent by Joan to a doctor for a prescription for what?
Birth control
Birth control is Joan's idea of first-day advice for a new girl; that same night a drunk Pete Campbell, about to be married, turns up at Peggy's door.
Q 12Which slogan does Don Draper pitch for Lucky Strike in Mad Men's pilot episode?
"It's Toasted!"
"It's Toasted!" was a real Lucky Strike slogan, coined in 1917; faced with restrictions on health claims, Don pitches a common aspect of tobacco processing as unique.
Q 13Which company's slide projector did Don Draper famously pitch using images of his own family?
Kodak
Q 21Which Mad Men character gives birth at the end of season 1, unaware she was pregnant?
Peggy Olson
Peggy Olson delivers Pete Campbell's son and refuses to acknowledge him; visiting her in hospital, Don tells her: 'This never happened. It will shock you how much it never happened.'
Q 22In which suburban New York town do the Drapers live in Mad Men's early seasons?
Ossining
Ossining stays Betty's home even after the divorce: she and her new husband live on in Don's house until he demands they buy him out, pay rent or leave.
Q 23What product was the 'Belle Jolie' account Peggy Olson worked on early in her career?
Lipstick
Belle Jolie made lipstick; Peggy's 'basket of kisses' remark during a lipstick focus group caught Freddy Rumsen's ear and earned her her first copywriting assignment.
Kodak is won over on the spot when Don, clicking through slides of his own wedding and children, says: 'It's not called the Wheel. It's called the Carousel.'
Q 14Which consumer psychologist dates Don Draper in season 4 of Mad Men?
Faye Miller
Faye Miller, hired to study consumers for the agency, dates Don through season 4; he ends it with a phone call after suddenly getting engaged to another woman.
Q 15Which historical event is a central plot point of Mad Men's sixth season?
The Martin Luther King Jr. assassination
Martin Luther King Jr.'s April 1968 assassination drives the season 6 episode 'The Flood': the news breaks during an advertising awards dinner, and Pete berates Harry for fretting over lost revenue.
Q 16Which Mad Men character discovers early on that Don Draper is living under a false identity?
Pete Campbell
Pete Campbell opens a package meant for Don in season 1 and tries blackmail; when Don calls his bluff, Pete tells Bert Cooper, who answers, 'Who cares?'
Q 17Matthew Weiner wrote the Mad Men pilot on spec while on the staff of which Ted Danson sitcom?
Becker
Becker was his day job when he wrote the script; HBO and Showtime both turned it down, and it waited years before AMC picked it up.
Q 18At Betty's 'around the world' dinner party in Mad Men's second season, which imported beer does she proudly serve?
Heineken
Heineken was the beer Don had bet suburban housewives would buy; when Betty serves it, the men laugh that she has proved his theory, and she is mortified.
Q 19In Mad Men, who tells Dow Chemical that happiness is just 'a moment before you need more happiness'?
Don Draper
Don Draper is pitching Dow Chemical in season 5's 'Commissions and Fees': 'You're happy with 50%?' he asks, and promises not to stop until they have all of it.
Q 20Before *Mad Men*, Matthew Weiner was a writer and executive producer on which HBO series?
The Sopranos
The Sopranos' creator David Chase hired Weiner in 2002 after reading his unproduced Mad Men pilot, which Weiner had sent him as a writing sample.
Q 24Which neighborhood boy forms an unusual friendship with Sally Draper in Mad Men?
Glen
Glen Bishop, played by the show creator's son, first fixates on Betty, who gives him a lock of her hair; by season 7 he is telling Sally he has enlisted in the Army.
Q 25Which visiting British executive loses his foot in a freak accident at a Sterling Cooper office party?
Guy MacKendrick
Guy MacKendrick arrives to take charge of the agency and is maimed the same day when a secretary loses control of a machine at the office party; his bosses promptly write him off.
Q 26Who was Roger Sterling's first wife, played by John Slattery's real-life spouse?
Mona
Mona is played by Talia Balsam, John Slattery's wife since 1998; on screen Roger leaves her for Don's young secretary.
Q 27Which Mad Men character walks the office in his socks and makes visitors remove their shoes, inspired by Japanese custom?
Bert Cooper
Bert Cooper, a devotee of Ayn Rand, hands Don a $2,500 bonus in season 1 and tells him to spend some of it on a copy of Atlas Shrugged.
Q 28In Mad Men, Rachel Menken, who becomes involved with Don in season 1, runs what kind of business?
A department store
A department store, Menken's, is her father's business; Don storms out of their first meeting when she criticises his ideas, then wins her back over drinks.
Q 29Which Sterling Cooper art director is fired in season 3 after rebuffing a Lucky Strike executive?
Salvatore Romano
Salvatore Romano had kept his secret safe with Don, who once saw him with a hotel bellhop, but when a spurned Lee Garner Jr. demanded he go, Don let him be fired.
Q 30Freddy Rumsen's Pond's Cold Cream account came via a connection from which organisation?
Alcoholics Anonymous
Freddy Rumsen, newly sober, brings Pond's Cold Cream to the agency in season 4 through a friend from Alcoholics Anonymous; the win forces Pete to drop Clearasil over a conflict.