Ready to dive into the stylish world of Madison Avenue in the 1960s? Mad Men isn’t just a show—it’s a cultural phenomenon filled with sharp wit and complex characters. Whether you’re a die-hard fan or a curious newcomer, this trivia quiz will put your knowledge to the test. Let’s see how well you know the ad men and women behind the iconic series!
This quiz covers everything from character quirks to behind-the-scenes secrets. You’ll get to challenge yourself with questions ranging from storylines to subtle details. Don’t worry, it’s all in good fun—and maybe you’ll learn something new! So grab a cocktail and get ready to play.
We’ve broken the quiz into three exciting sections. Each one will take you deeper into the Mad Men universe with quick, snappy questions. Keep your eyes peeled—some of these might just surprise you!
Ready? Let’s start with the characters who made Mad Men unforgettable.
Mad Men Characters & Personalities
The heart of Mad Men lies in its unforgettable cast of characters. Each one brings a unique flavor to the show’s rich tapestry. From Don Draper’s enigmatic charm to Peggy Olson’s fierce ambition, these personalities keep us hooked.
Understanding the characters means understanding the show’s deeper themes. Their motivations, flaws, and growth make Mad Men more than just a period drama. Let’s see how well you know these iconic figures.
Answer these trivia questions to prove your expertise on the Madison Avenue crew.
1. What is Don Draper’s real birth name?
2. Which character famously said, “If you don’t like what’s being said, change the conversation”?
3. Peggy Olson started her career at Sterling Cooper in which position?
4. What is the name of Joan Holloway’s husband?
5. Which character is known for the catchphrase, “I’m the devil, you’re the baby”?
6. What is Sally Draper’s favorite doll brand in the show?
7. Which character was a former boxer and has a nickname “Duck”?
8. What is the profession of Joan Holloway’s husband, Greg Harris?
9. Which character is known for his love of science fiction writing?
10. What is the name of Don Draper’s second wife?
11. Which character struggles with alcoholism and frequently appears at the office bar?
12. Who is the creative director at Sterling Cooper before Don Draper?
13. What is Peggy Olson’s maiden name?
14. Which character famously embraces the phrase “women are not objects”?
15. What is the name of Don Draper’s daughter?
Now that we’ve explored the unforgettable characters, it’s time to peek behind the curtain at the fascinating world of Mad Men’s production and cultural impact.
Behind the Scenes & Cultural Impact
Mad Men captivated audiences not just with its story but with its impeccable production values. The show’s attention to historical detail sets it apart. From costumes to set design, every element was carefully crafted.
The series also sparked conversations about gender roles, advertising ethics, and societal change in the 1960s. It became a cultural touchstone that resonated far beyond TV screens. Let’s test your knowledge on what went into making Mad Men a classic.
Time to discover some fascinating behind-the-scenes trivia and cultural tidbits.
16. Who created the Mad Men TV series?
17. Which real-life advertising agency inspired Sterling Cooper?
18. What year did Mad Men first premiere on television?
19. Which actor won multiple Emmys for portraying Don Draper?
20. What distinctive style element is Mad Men known for?
21. Which famous singer performed the Mad Men theme song?
22. What was the working title before Mad Men was finalized?
23. How many seasons did Mad Men run?
24. Which award did Mad Men win four consecutive times?
25. Which city is primarily used as the setting for Mad Men?
26. Who was the costume designer responsible for the iconic 1960s look?
27. Which real historical event is featured prominently in Mad Men’s storyline?
28. What inspired the Mad Men font style?
29. Which Mad Men episode won the Emmy for Outstanding Writing in a Drama Series?
30. Which episode features the iconic “Carousel” pitch?
Feeling like a true Madison Avenue insider? These behind-the-scenes facts add new depth to your Mad Men experience. But there’s more to explore—let’s take a look at the themes and symbolism that make the show so rich.
Themes, Symbolism & Fan Favorites
Mad Men is layered with symbolism and explores complex themes like identity, ambition, and societal change. These elements offer more than just surface-level drama. The show invites viewers to read between the lines.
Many fans love the subtle nods to history and pop culture scattered throughout the series. From advertising slogans to costume choices, symbolism is everywhere. Let’s see how much of this you can spot.
Here are some of the most intriguing thematic questions to test your sharp eye.
31. What does the recurring motif of the “window” often symbolize in Mad Men?
32. Which theme is most associated with Don Draper’s character arc?
33. What does the frequent presence of alcohol symbolize in the series?
34. Which character’s storyline prominently features the theme of feminism?
35. What does the recurring image of cigarettes often represent?
36. Which episode is widely regarded as the fan favorite for exploring Don and Peggy’s complex relationship?
37. What does the frequent use of mid-century modern furniture symbolize?
38. Which theme is explored through Betty Draper’s character?
39. What is the symbolism behind the frequent use of mirrors in Mad Men?
40. The phrase “Making it look effortless” is most associated with which character?
41. Which symbol is used to represent Don Draper’s inner turmoil?
42. Which season finale features the emotional “Lost Horizon” moment?
43. What does Don Draper’s frequent use of whiskey symbolize?
Those themes and symbols give Mad Men its unforgettable emotional depth. If you’ve made it this far, you’re definitely ready for a rewatch—or maybe a deep dive into the series’ finer details.
Thanks for playing along! Keep exploring, and you’ll keep uncovering new layers of this incredible show.
Mad Men remains a timeless masterpiece, blending history, drama, and style like no other. Whether you aced the quiz or learned something new, there’s always more to enjoy. So why not revisit your favorite episodes and see what you missed?
Until next time, keep your cocktails stirred, your suits sharp, and your trivia skills sharper!