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Quizzes > Music

2000s Hip Hop Trivia: Test Your Rap Knowledge

Quick, free quiz with hip hop trivia questions. Instant results.

Editorial: Review CompletedCreated By: Ashley ParisUpdated Aug 25, 2025
Difficulty: Moderate
2-5mins
Learning OutcomesCheat Sheet
Paper art illustration for 00s hip hop trivia quiz on teal background

This quiz helps you test your 2000s hip hop trivia, from chart-toppers to mixtape classics. Answer quick questions, see instant results, pick up new facts, and keep learning with 90s hip hop trivia, try a broader rap quiz, or explore more hip hop trivia questions.

Which rapper released the hit single In da Club in 2003?
Jay-Z
Eminem
50 Cent
Kanye West
In da Club was the lead single from 50 Cents debut studio album Get Rich or Die Tryin, released in January 2003. The track became one of the defining hip hop anthems of the early 2000s and peaked at number one on the Billboard Hot 100. Its production by Dr. Dre and its catchy hook helped cement 50 Cents mainstream breakthrough.
Which album did Eminem release in May 2002?
The Eminem Show
Encore
Recovery
The Marshall Mathers LP
Eminems fourth studio album, The Eminem Show, was released in May 2002. It debuted at number one on the Billboard 200 and featured hits like Without Me and Sing for the Moment. The album is one of the best-selling of the 2000s and solidified Eminems status as a global superstar.
Which hip hop duo had a hit with Ms. Jackson in 2000?
G-Unit
OutKast
N.E.R.D.
Mobb Deep
Ms. Jackson was a breakout single by southern hip hop duo OutKast, released as part of their 2000 double album Stankonia. The song reached number one on the Billboard Hot 100 and earned the duo a Grammy for Best Rap Performance by a Duo or Group. Its soulful hook and heartfelt lyrics made it one of OutKasts most enduring songs.
99 Problems was a single from which Jay-Z album?
The Black Album
The Blueprint
Magna Carta Holy Grail
American Gangster
Jay-Zs 99 Problems was released as the third single from his eighth studio album The Black Album in 2003. The track was produced by Rick Rubin and became one of Jay-Zs most iconic songs. It blends rock sampling with sharp lyricism and received critical acclaim for its production and wordplay.
Who produced the beat for Kanye Wests debut single Through the Wire?
Timbaland
Just Blaze
Kanye West
No I.D.
Kanye West produced Through the Wire himself, sampling Chaka Khans Through the Fire and rapping while his jaw was wired shut after a car accident. This track introduced his signature soul-sampling style and launched his career as both a rapper and a producer. It appeared on his 2004 debut album The College Dropout.
Which song features the famous lyric I got 99 problems but a bitch aint one?
Lose Yourself
Forgot About Dre
In da Club
99 Problems
The line I got 99 problems but a bitch aint one is the chorus of Jay-Zs song 99 Problems, produced by Rick Rubin. It became one of his most quoted lyrics and showcases his confrontational lyricism over a rock-influenced beat. The track remains a staple of his live performances.
Who won the Grammy Award for Best Rap Album in 2005?
50 Cent Get Rich or Die Tryin
OutKast Speakerboxxx/The Love Below
Kanye West The College Dropout
Eminem The Eminem Show
At the 47th Annual Grammy Awards in 2005, Kanye West won Best Rap Album for his debut LP The College Dropout. The album was noted for its innovative production, soulful samples, and introspective lyrics, making a strong impact on mainstream hip hop. This win solidified Kanyes position as a formidable artist.
Which Lil Wayne mixtape series was hosted by DJ Drama and boosted his early career?
Trap or Die
Dedication
Young Money Vol. 1
No Ceilings
The Dedication series, hosted by DJ Drama, began in 2005 and featured Lil Wayne rapping over popular beats of the time. These mixtapes helped expand his underground reputation and paved the way for his mainstream success. The series raw style influenced mixtape culture in the mid-2000s.
Which lead single did T.I. release from his 2008 album Paper Trail?
Live Your Life
Big Shit Poppin (Do It)
Whatever You Like
About the Money
Whatever You Like was released in September 2008 as the lead single from T.I.s sixth studio album Paper Trail. The song became his second number-one hit on the Billboard Hot 100 and showcased his melodic approach to hooks. It remains one of his signature tracks.
Which artist released the album Graduation in 2007?
Kanye West
Lil Wayne
Pharrell Williams
Jay-Z
Graduation is Kanye Wests third studio album, released in September 2007. It debuted at number one on the Billboard 200, selling over 900,000 copies in its first week. The albums electronic-tinged production and hits like Stronger marked a shift in Kanyes sound and influenced the direction of mainstream hip hop.
Who produced the 2004 hit single Yeah! by Usher featuring Lil Jon and Ludacris?
The Neptunes
Timbaland
Lil Jon
Dr. Dre
Yeah! was produced by Lil Jon and released in January 2004 as the lead single from Ushers Confessions album. Lil Jons crunk-influenced production and energetic call-and-response style helped the song top the Billboard Hot 100 for 12 consecutive weeks. It became one of the best-selling singles of the 2000s.
The album Madvillainy (2004) was a collaboration between which two artists?
MF DOOM & Madlib
J Dilla & Common
Ghostface Killah & RZA
9th Wonder & Murs
Madvillainy is the only studio album by the duo Madvillain, comprised of rapper MF DOOM and producer Madlib, released in March 2004. It is highly acclaimed for its intricate lyricism, abstract beats, and unconventional song structures, earning it a legendary status in underground hip hop. The albums influence persists in many alternative rap circles.
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Study Outcomes

  1. Recall Iconic 00s Tracks -

    Recall landmark rap tracks of the early 2000s by naming artists, song titles, and release years to sharpen your 00s trivia questions and answers skills.

  2. Identify Regional Styles -

    Distinguish between East Coast, West Coast, and Southern hip hop legends to master coast-to-coast hip hop trivia.

  3. Analyze Lyric References -

    Interpret popular 00s rap lyrics and their cultural context to deepen your understanding of hip hop trivia questions.

  4. Differentiate Mainstream vs. Underground Hits -

    Contrast chart-topping singles with underground tracks to enhance your rap trivia prowess.

  5. Evaluate Breakthrough Moments -

    Assess key milestones like debut albums and award wins to appreciate the evolution of early 2000s hip hop.

  6. Apply Quiz Strategies -

    Use effective techniques to confidently tackle rap trivia and boost your score on our free, scored quiz.

Cheat Sheet

  1. Coast-to-Coast Sound Evolution -

    The early 2000s saw West Coast legends like Dr. Dre and East Coast stars like Jay-Z merge regional styles, a fact often tested in rap trivia. According to Rolling Stone and MIT's Music Technology Lab, albums such as Dre's "2001" and Jay-Z's "The Blueprint" showcase production innovations that defined hip hop trivia for the decade.

  2. Southern Hip Hop's Mainstream Breakthrough -

    Artists like OutKast (Stankonia, 2000) and Lil Wayne propelled Southern rap onto the global stage, a staple in hip hop trivia questions. Billboard charts and the Oxford Music Online cite OutKast's Grammy wins and Lil Wayne's mixtape hustle as key milestones for early 2000s trivia questions and answers.

  3. Producer-Led Innovation & Sampling -

    Kanye West's "chipmunk soul" sampling style revolutionized beat-making, frequently cited in 00s trivia questions and answers. University of Pennsylvania's Musicology Review highlights his technique - pitching up soul samples by roughly one octave - to craft hooks that dominate rap trivia playlists.

  4. Mixtape Culture & Artist Development -

    Mixtapes by DJs like Drama (Gangsta Grillz series) and artists like 50 Cent (Guess Who's Back? mixtape) fueled underground buzz, a point often featured in rap trivia. The Journal of Hip Hop Studies notes this grassroots strategy as a mnemonic - "MIX UP" (Mixtape Innovation X-factors Unleash Promotion) - for remembering key early 2000s trivia facts.

  5. Commercial Records & Chart Milestones -

    RIAA certifications (e.g., Eminem's multiple Diamond singles) and Billboard Hot 100 records (Usher's "Yeah!" 12 weeks at #1) are common in hip hop trivia challenges. Data from Billboard and the RIAA's official site serve as authoritative sources for 00s trivia questions and answers about sales and chart dominance.

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