Everyone Claims To Know Pop Culture, But Can You Actually Pass This "Jeopardy!" Test?

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Contestants ready? Pens up! This isn't your average TikTok trivia — this is a real Jeopardy!-style pop culture gauntlet covering 25 years (2000–2025) of music, movies, TV, memes, scandals, and viral moments across America and Europe. From early-2000s reality TV explosions to 2024's biggest streaming wars, from Britney's meltdown to Beyoncé's Renaissance, from Harry Potter midnight premieres to the Barbenheimer phenomenon — if it dominated headlines, watercoolers, or Twitter for a week, it's fair game. 40 clues, five classic Jeopardy! categories, increasing difficulty ($200–$2000). Daily Doubles and one Final Jeopardy! round only — no Final yet, because surviving this board is hard enough. Think you're a pop culture professor? Time to prove it. I'll take Ultimate Bragging Rights for $1000, Alex… or Ken… or Mayim… whoever's hosting this week!
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$2000: The viral hit "Espresso" and "Please Please Please" singer who says she's "working late 'cause I'm a singer"

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2 /40

$1600: This K-pop group became the first to headline Coachella in 2023

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$1200: The 2023 "Flowers" singer who bought her freedom

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$800: The 2021 Olivia Rodrigo breakup anthem that debuted at #1

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$400: This 2019 Lil Nas X song topped the Hot 100 for a record 19 weeks

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$2000: Billie Eilish's 2019 album that swept the Big Four Grammys

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$1600: Spanning 149 shows in 51 cities across five continents, the concert tour had a large cultural and socioeconomic impact. It became the highest-grossing tour of all time and the first to earn over $1 billion and $2 billion in revenue.

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$1200: Taylor Swift's 2025 album became Spotify's most-streamed album in a single day this year, reaching the milestone in less than 11 hours.

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$800: Cardi B's 2017 debut album that made her the first female rapper to have a solo single certified Diamond by the Recording Industry Association of America (RIAA)

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$400: Rihanna's makeup brand launched in 2017

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$2000: The 2019 Met Gala theme that gave us Lady Gaga's four outfit changes in fifteen minute and Billy Porter carried by six shirtless men

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$1600: The infamous Don't Worry Darling press tour moment when fans swore this singer spat on Chris Pine

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$1200: This couple first met and got engaged in 2002, but broke up in 2004, before reconnecting in 2021 after multiple engagements and marriages to other people. The pair finalized their divorce in January 2025

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$800: The 2022 trial that gave us "Mega Pint of Red Wine" and endless memes

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$400: In Spanish, this singer & rapper's name is El Conejo Malo

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$200: She gained fame in September 2007 from her viral video "Leave Britney Alone!", in which she tearfully defended pop singer Britney Spears' comeback performance at the MTV Video Music Awards; the video received over four million views in two days.

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$2000: Jordan Peele's 2017 directorial debut that made "the sunken place" became a terrifying metaphor for black enslavement

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$1600: Denis Villeneuve's two-part adaptation starring Timothée Chalamet and Zendaya

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$1200: This Marvel film was the first superhero movie nominated for an Academy Award for Best Picture and a Golden Globe Awards for Best Motion Picture

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$800: The 2023 cultural event when everyone saw a pink movie and an atomic one on the same weekend

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$400: Greta Gerwig's 2023 pink blockbuster grossed $1.447 billion and achieved several milestones, becoming the highest-grossing film of 2023 and the 14th highest-grossing film of all time at the time of its release

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$200: This 2009 James Cameron film became the highest-grossing movie ever until 2019. But with a re-release in China in March 2021, it returned to becoming the highest-grossing film since then.

23 /40

$2000: The 2022 Netflix series that made "Wednesday dance" the most recreated TikTok

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$1600: This 2022–present FX/Hulu restaurant drama has Jeremy Allen White yelling "Yes, Chef!"

25 /40

$1200: "We were on a break!" is the eternal defense of this Friends character

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$800: This Netflix royal drama dropped its final season in two parts in 2023 & 2024

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$400: The 2024 FX/Hulu series about a Capote scandal starring Tom Hollander as Truman

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$200: This HBO fantasy series premiered in 2011 and ended in 2019

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$2000: The phrase Tom Holland & Zendaya used in to describe each other on Instagram

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$1600: In 2021 TikTok creator Nathan Evans helped kickstart the impeccably random sea shanty trend with his viral rendition of this New Zealand standard song

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$1200: The 2023 TikTok trend asked men how often they think about this ancient civilization

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$800: "Cash me ousside, how bout dah?" made this 13-year-old Dr. Phil guest an instant meme in 2016

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$400: The 2015 social media war: was this blue & black or white & gold?

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$200: This singer's left shark moment became legendary during her 2015 Super Bowl halftime show

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$400: "The Memoir, Part One" is the subtitle of a recent book by this pop culture icon & singer of "Gypsies, Tramps & Thieves"

36 /40

$1600: This 2016 Drake album title first appeared from a report in a July 2014 article from Billboard. The title is a reference to his hometown of Toronto, Ontario. On April 29, 2016, the title had been shortened.

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$1200: He shocked the world by storming the stage during Taylor Swift's 2009 VMA speech

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$800: This 2011 Adele album is the best-performing Billboard 200 album of all time, holding the top position for 24 weeks in the U.S.

39 /40

$400: In 2014 he became the youngest person ever to EGOT with his "Let It Go" Oscar win

40 /40

$200: This 2008 Lady Gaga debut single told the world she just wanted to "dance, dance, dance"

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