1. Which 1999 film features Brad Pitt as the charismatic soap salesman Tyler Durden?
- ✓ Fight Club
- Se7en
- Snatch
- Ocean's Eleven
Hint: He teaches the narrator how to start an underground fighting club.
2. In Fight Club, what is the name of Brad Pitt’s character?
- ✓ Tyler Durden
- Rusty Ryan
- Jerry Welbach
- Cliff Booth
Hint: He is the anarchic alter ego of the narrator.
3. Which 1995 thriller stars Brad Pitt as Detective David Mills investigating a series of murders based on the seven deadly sins?
- ✓ Se7en
- Sleepers
- The Devil's Own
- Kalifornia
Hint: He works with Morgan Freeman’s character.
4. In which heist film does Brad Pitt play Rusty Ryan, a member of Danny Ocean’s crew?
- ✓ Ocean's Eleven
- Snatch
- The Mexican
- Spy Game
Hint: He is often eating in his scenes.
5. Which historical war epic features Brad Pitt as Greek warrior Achilles?
- ✓ Troy
- Gladiator
- Alexander
- Kingdom of Heaven
Hint: He leads the Myrmidons against Troy.
6. In Mr. & Mrs. Smith, Brad Pitt plays an assassin married to which character played by Angelina Jolie?
- ✓ Jane Smith
- Sarah Smith
- Emily Smith
- Anna Smith
Hint: They discover they are both secret hitmen.
7. Which 2011 baseball drama stars Brad Pitt as Oakland A’s general manager Billy Beane?
- ✓ Moneyball
- The Rookie
- Bull Durham
- Field of Dreams
Hint: He uses sabermetrics to build a team.
8. In Inglourious Basterds, Brad Pitt leads a team of Nazi-hunting soldiers under what name?
- ✓ Lt. Aldo Raine
- Cliff Booth
- Rusty Ryan
- Tom Bishop
Hint: He has a distinctive Tennessee accent.
9. Which 2019 film features Brad Pitt as stuntman Cliff Booth in 1960s Hollywood?
- ✓ Once Upon a Time in Hollywood
- Ad Astra
- War Machine
- Allied
Hint: He co-stars with Leonardo DiCaprio.
10. Brad Pitt won his first acting Oscar for his performance in which film?
- ✓ Once Upon a Time in Hollywood
- Moneyball
- The Curious Case of Benjamin Button
- 12 Monkeys
Hint: He won Best Supporting Actor.
11. Which zombie apocalypse film stars Brad Pitt as UN investigator Gerry Lane?
- ✓ World War Z
- 12 Monkeys
- Interview with the Vampire
- Seven Years in Tibet
Hint: He travels the world to trace the outbreak.
12. In Ad Astra, Brad Pitt plays astronaut Roy McBride on a mission to find his father near which planet?
- ✓ Neptune
- Mars
- Jupiter
- Saturn
Hint: His father’s project threatens Earth.
13. In Thelma & Louise, Brad Pitt’s breakout role is as a charming drifter named what?
Hint: He seduces Geena Davis’s character.
14. Which crime caper film features Brad Pitt as Irish boxer Mickey O’Neil?
- ✓ Snatch
- Lock, Stock and Two Smoking Barrels
- Ocean's Eleven
- Spy Game
Hint: His accent is intentionally hard to understand.
15. Which fantasy drama stars Brad Pitt as Benjamin Button, a man who ages in reverse?
- ✓ The Curious Case of Benjamin Button
- Meet Joe Black
- Legends of the Fall
- The Tree of Life
Hint: He is born old and grows younger.
16. In Meet Joe Black, Brad Pitt plays Death taking human form as which character?
- ✓ Joe Black
- Rick
- Achilles
- Jerry Welbach
Hint: He visits a media tycoon to experience life.
17. Which Quentin Tarantino film features Brad Pitt scalping Nazis and famously telling a German officer, 'We just want to kill Nazis'?
- ✓ Inglourious Basterds
- Pulp Fiction
- Jackie Brown
- Reservoir Dogs
Hint: He leads the Basterds unit.
18. In Bullet Train (2022), Brad Pitt plays a hitman with the codename what?
- ✓ Ladybug
- Rusty
- Sonny
- Mickey
Hint: He is assigned a job on a Japanese bullet train.
19. Which 2022 period Hollywood epic stars Brad Pitt as silent film star Jack Conrad?
- ✓ Babylon
- The Artist
- La La Land
- Once Upon a Time in Hollywood
Hint: The film explores the transition from silent to sound cinema.
20. In 12 Years a Slave, Brad Pitt appears in a supporting role as which character?
- ✓ Samuel Bass
- Edwin Epps
- Solomon Northup
- Robert
Hint: He helps Solomon regain his freedom.
21. What is Brad Pitt’s full birth name?
- ✓ William Bradley Pitt
- Bradley William Pitt
- William Brad Pitt
- Bradley James Pitt
Hint: He uses his middle name professionally.
22. In which U.S. state was Brad Pitt born?
- ✓ Oklahoma
- Missouri
- California
- Texas
Hint: He was born in Shawnee.
23. Brad Pitt grew up primarily in which U.S. state?
- ✓ Missouri
- Oklahoma
- Kansas
- Arkansas
Hint: He was raised in Springfield.
24. What were Brad Pitt’s parents’ occupations, according to biographies?
- ✓ Truck company manager and school counselor
- Doctor and nurse
- Lawyer and teacher
- Farmer and librarian
Hint: His father ran a trucking firm and his mother was a counselor.
25. Brad Pitt left which university just short of graduation to move to Los Angeles and pursue acting?
- ✓ University of Missouri
- University of Oklahoma
- Missouri State University
- Kansas State University
Hint: He studied journalism and advertising there.
26. In Kalifornia (1993), Brad Pitt plays Early Grayce, who is best described as what?
- ✓ A violent drifter and serial killer
- A police officer
- A journalist
- A lawyer
Hint: He joins a road trip with a crime writer.
27. Which 1994 film features Brad Pitt as vampire Louis de Pointe du Lac?
- ✓ Interview with the Vampire
- Legends of the Fall
- Twelve Monkeys
- Se7en
Hint: He co-stars with Tom Cruise.
28. In Legends of the Fall (1994), Brad Pitt plays Tristan Ludlow, who lives with his family in which U.S. region?
- ✓ Montana frontier
- Texas plains
- New England coast
- California gold country
Hint: The film spans World War I and beyond.
29. In 12 Monkeys, what is the name of Brad Pitt’s eccentric mental patient character?
- ✓ Jeffrey Goines
- Tyler Durden
- Rusty Ryan
- Jerry Welbach
Hint: He received his first Oscar nomination for this role.
30. Brad Pitt earned his first Academy Award nomination for which film?
- ✓ 12 Monkeys
- Se7en
- Legends of the Fall
- Fight Club
Hint: He was nominated for Best Supporting Actor.
31. In Seven Years in Tibet, Brad Pitt plays Austrian mountaineer Heinrich Harrer. The film focuses on his relationship with which young leader?
- ✓ The 14th Dalai Lama
- Mao Zedong
- Jawaharlal Nehru
- King George VI
Hint: He befriends the Tibetan spiritual leader.
32. In The Devil’s Own, Brad Pitt plays Rory Devaney, who is secretly involved with which organization?
- ✓ Irish Republican Army (IRA)
- CIA
- FBI
- KGB
Hint: He hides his militant past from his host family.
33. In Meet Joe Black, Brad Pitt’s character first appears as an unnamed young man who meets Susan in which location?
- ✓ A coffee shop
- A library
- A subway station
- A hospital lobby
Hint: He then dies and becomes Joe Black.
34. In Snatch, what distinctive trait does Brad Pitt’s character Mickey O’Neil have?
- ✓ He speaks in a barely understandable accent
- He is blind in one eye
- He always wears a cowboy hat
- He refuses to use weapons
Hint: His 'pikey' accent is part of the comedy.
35. In Spy Game, Brad Pitt’s character Tom Bishop is recruited and mentored by which CIA officer played by Robert Redford?
- ✓ Nathan Muir
- Rusty Ryan
- Tyler Durden
- Tommy Collins
Hint: The film alternates between missions and debriefings.
36. In Troy, Achilles leads which elite group of warriors?
- ✓ The Myrmidons
- The Spartans
- The Amazons
- The Hoplites
Hint: They are loyal to him in battle.
37. In Mr. & Mrs. Smith, John and Jane Smith discover that they both secretly work as what?
- ✓ Assassins for rival agencies
- Journalists
- Private investigators
- Police officers
Hint: Their marriage becomes an actual battlefield.
38. In Babel (2006), Brad Pitt plays Richard Jones, an American tourist stranded in which country after his wife is accidentally shot?
- ✓ Morocco
- Mexico
- Japan
- Turkey
Hint: The film intercuts multiple global stories.
39. In The Assassination of Jesse James by the Coward Robert Ford, Brad Pitt plays Jesse James while which actor plays Robert Ford?
- ✓ Casey Affleck
- Ben Affleck
- Matt Damon
- Edward Norton
Hint: Affleck received an Oscar nomination for the role.
40. In Burn After Reading, Brad Pitt’s character Chad Feldheimer works at what type of business?
- ✓ Gym/fitness center
- Law firm
- Restaurant
- Car dealership
Hint: He’s a dim-witted personal trainer.
41. In The Tree of Life, Brad Pitt plays the strict father to a young boy in which U.S. state, as the film juxtaposes family scenes with cosmic imagery?
- ✓ Texas
- California
- New York
- Florida
Hint: The film is set largely in Waco.
42. In Fury (2014), Brad Pitt plays tank commander Don 'Wardaddy' Collier leading a crew in which World War II theater?
- ✓ European Western Front
- Pacific theater
- North Africa
- Eastern Front
Hint: They fight in Germany near the war’s end.
43. In The Big Short, Brad Pitt’s character Ben Rickert is a retired trader who helps which pair of investors profit from the housing collapse?
- ✓ Charlie Geller and Jamie Shipley
- Mark Baum and his team
- Michael Burry alone
- Jared Vennett and his clients
Hint: He reluctantly guides them through the crisis.
44. In Allied (2016), Brad Pitt plays Max Vatan, who works primarily in what wartime role?
- ✓ Intelligence officer/spy
- Pilot
- Infantry officer
- War correspondent
Hint: He meets Marion Cotillard’s character on a mission.
45. In War Machine, Brad Pitt plays General Glen McMahon, a fictionalized version of which real U.S. military commander?
- ✓ Gen. Stanley McChrystal
- Gen. David Petraeus
- Gen. Colin Powell
- Gen. Norman Schwarzkopf
Hint: The film satirizes the Afghanistan War leadership.
46. In Killing Them Softly, Brad Pitt’s character Jackie Cogan is hired to do what?
- ✓ Restore order after a robbery at mob-run card games
- Assassinate a politician
- Guard a witness
- Protect a shipment
Hint: He is a hitman who values professional distance.
47. In 12 Years a Slave, Samuel Bass (Brad Pitt) is best described as what?
- ✓ Canadian carpenter sympathetic to slaves
- Plantation overseer
- Slave trader
- Lawyer
Hint: He assists Solomon in contacting the North.
48. In Babylon, Jack Conrad’s career struggles largely because of what industry change?
- ✓ Transition from silent films to sound films
- Rise of television
- Shift to color films
- Increase in CGI
Hint: He has trouble adapting to talkies.
49. In Bullet Train, Brad Pitt’s Ladybug is assigned to steal a briefcase on a train in which country?
- ✓ Japan
- France
- United States
- Germany
Hint: The action takes place on a shinkansen.
50. Which university major did Brad Pitt pursue before dropping out to become an actor?
- ✓ Journalism and advertising
- Film studies
- Business administration
- Political science
Hint: He studied these at the University of Missouri.
51. Brad Pitt made early uncredited film appearances in several 1987 movies. Which of these did he NOT have an uncredited role in?
- ✓ Wall Street
- Hunk
- Less Than Zero
- No Way Out
Hint: He had small parts in Hunk, Less Than Zero, and No Way Out.
52. Brad Pitt had a regular role as Randy in which short-lived TV series set around a diner?
- ✓ Glory Days
- Head of the Class
- Roswell
- 21 Jump Street
Hint: It aired in 1990.
53. Brad Pitt played a hitchhiking cowboy named J.D. in Thelma & Louise. Which director helmed that film?
- ✓ Ridley Scott
- Tony Scott
- Barry Levinson
- Oliver Stone
Hint: It became a feminist road-movie classic.
54. In Kalifornia, which actress plays Early Grayce’s girlfriend Adele, traveling with Brad Pitt’s character?
- ✓ Juliette Lewis
- Gwyneth Paltrow
- Patricia Arquette
- Cameron Diaz
Hint: She has a childlike demeanor.
55. In True Romance, Brad Pitt plays stoner roommate Floyd. Who directed the film, based on Quentin Tarantino’s script?
- ✓ Tony Scott
- Oliver Stone
- Joel Schumacher
- John Woo
Hint: Pitt’s role is small but memorable.
56. In Interview with the Vampire, Brad Pitt’s Louis is turned into a vampire by Lestat, played by which actor?
- ✓ Tom Cruise
- Antonio Banderas
- Christian Slater
- Johnny Depp
Hint: Cruise portrays Lestat de Lioncourt.
57. In Legends of the Fall, Tristan Ludlow’s brothers are Alfred and who?
- ✓ Samuel
- Edward
- George
- Henry
Hint: The three brothers love the same woman.
58. In 12 Monkeys, Jeffrey Goines’s father is a scientist played by which actor?
- ✓ Christopher Plummer
- Anthony Hopkins
- Morgan Freeman
- Ian Holm
Hint: He leads a research facility.
59. In Seven Years in Tibet, Heinrich Harrer faces backlash for previous association with which political regime?
- ✓ Nazism in Austria/Germany
- Soviet communism
- Italian fascism
- British colonial rule
Hint: His Nazi past complicates his later life.
60. In Meet Joe Black, Bill Parrish, whom Joe/Death visits, is played by which actor?
- ✓ Anthony Hopkins
- Morgan Freeman
- Robert Duvall
- Michael Caine
Hint: He plays the aging tycoon.
61. In Fight Club, Brad Pitt’s Tyler Durden co-owns which soap-making company with the narrator?
- ✓ Paper Street Soap Co.
- Durden & Co.
- Project Soap
- FightSoap Inc.
Hint: The company name references their home address.
62. In Snatch, Mickey O’Neil agrees to throw a boxing match but instead does what?
- ✓ Knocks out his opponent
- Runs away
- Loses deliberately
- Gets arrested
Hint: His behavior enrages the gangster Brick Top.
63. In Ocean’s Eleven, Brad Pitt’s Rusty Ryan is first seen teaching poker to which group of students?
- ✓ Young Hollywood actors
- Corporate executives
- Professional gamblers
- College freshmen
Hint: He tutors them in celebrity poker.
64. Ocean’s Twelve reveals Rusty Ryan’s past relationship with Europol detective Isabel Lahiri, played by which actress?
- ✓ Catherine Zeta-Jones
- Julia Roberts
- Charlize Theron
- Thandiwe Newton
Hint: She complicates the team’s plans.
65. In Babel, Richard and Susan’s trip to Morocco is financed by Susan’s profession as what?
- ✓ Doctor
- Actress
- Tourist
- Lawyer
Hint: She is described as a doctor in the film’s background.
66. In The Assassination of Jesse James by the Coward Robert Ford, which poet wrote the novel the film adapts?
- ✓ Ron Hansen
- Charles Portis
- Cormac McCarthy
- Larry McMurtry
Hint: Hansen’s book examines myth and reality.
67. In Burn After Reading, Chad Feldheimer and Linda Litzke mistake a CD with financial information for what?
- ✓ Top-secret CIA data
- Medical records
- Music demos
- Legal papers
Hint: Their misunderstanding drives the plot.
68. In The Tree of Life, Brad Pitt’s character is often credited simply as what?
- ✓ Mr. O’Brien
- Father
- Jack
- Mr. Tree
Hint: The film focuses on the O’Brien family.
69. In Moneyball, Billy Beane’s assistant is statistician Peter Brand. Which actor plays Brand?
- ✓ Jonah Hill
- Philip Seymour Hoffman
- Chris Pratt
- Casey Affleck
Hint: Hill earned an Oscar nomination for this role.
70. In Inglourious Basterds, Aldo Raine claims to have which ancestry when explaining his penchant for scalping Nazis?
- ✓ Part Cherokee
- Part Apache
- Part Sioux
- Part Navajo
Hint: He says he is 'direct descendant of the mountain man Jim Bridger and part Cherokee'.
71. In Fury, what is the nickname of the Sherman tank commanded by Brad Pitt’s character?
- ✓ Fury
- Tiger
- Panther
- Sherman One
Hint: The tank’s name is also the film’s title.
72. In The Big Short, Ben Rickert is based loosely on which real-life trader or figure involved in the housing crisis?
- ✓ Ben Hockett
- John Paulson
- Greg Lippmann
- Lewis Ranieri
Hint: He helped Cornwall Capital bet against the market.
73. In Allied, Max Vatan meets Marianne Beauséjour in which city during an assassination mission?
- ✓ Casablanca
- Paris
- London
- Algiers
Hint: The opening sequence is set there.
74. In War Machine, Glen McMahon’s staff includes a PR adviser played by which actor?
- ✓ Topher Grace
- Anthony Michael Hall
- Ben Kingsley
- Scoot McNairy
Hint: He works with Pitt’s general on image.
75. In Once Upon a Time in Hollywood, Cliff Booth kills a member of the Manson Family in which location?
- ✓ At Rick Dalton’s house
- At Spahn Ranch
- On a film set
- In a bar parking lot
Hint: The climactic confrontation happens at Dalton’s home.
76. In Ad Astra, Roy McBride’s father Clifford leads which space project that goes rogue?
- ✓ Lima Project
- Apollo Project
- Hermes Project
- Orion Project
Hint: It was meant to search for intelligent life.
77. In Bullet Train, Ladybug’s handler is named what and is voiced by which actress?
- ✓ Maria Beetle, voiced by Sandra Bullock
- Lena, voiced by Cate Blanchett
- Sara, voiced by Margot Robbie
- Anna, voiced by Viola Davis
Hint: She appears briefly at the end.
78. Brad Pitt’s Plan B Entertainment co-produced which Oscar-winning Best Picture film about slavery?
- ✓ 12 Years a Slave
- Moonlight
- Spotlight
- Argo
Hint: He appears in a supporting role as Samuel Bass.
79. Plan B Entertainment has also produced which Terrence Malick film that Brad Pitt starred in?
- ✓ The Tree of Life
- Badlands
- Days of Heaven
- The Thin Red Line
Hint: Pitt both acted in and produced it.
80. Brad Pitt’s cameo in Deadpool 2 involves him playing which almost invisible member of X-Force?
- ✓ The Vanisher
- Shatterstar
- Zeitgeist
- Bedlam
Hint: He appears briefly when the character dies.
81. Brad Pitt has been nominated for the Academy Award for acting how many times (including supporting and lead) as of the mid-2020s?
Hint: Nominations include 12 Monkeys, The Curious Case of Benjamin Button, Moneyball, and Once Upon a Time in Hollywood.