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Quizzes > Music

Diddy test: How well do you know Sean Combs?

Quick, free Diddy quiz to test your knowledge. Instant results.

Editorial: Review CompletedCreated By: Dijon DennisUpdated Aug 27, 2025
Difficulty: Moderate
2-5mins
Learning OutcomesCheat Sheet
Paper art illustration for a Sean Combs trivia quiz on a coral background

This Diddy quiz helps you test what you know about Sean Combs, from stage names and hits to business moves. Answer short questions and get instant results. Want more music challenges? Try the Drake quiz, check out The Weeknd quiz, or go broader with our celebrity trivia quiz.

What is Sean Combs's birth name?
Sean Michael Combs
Sean John Combs
Sean David Combs
Sean P. Combs
Sean Combs was born Sean John Combs on November 4, 1969, in Harlem, New York. He has gone on to adopt various stage names, but his legal name remains Sean John Combs. This birth name is widely documented in both music and business biographies.
Which record label did Sean Combs found in 1993?
Death Row Records
Bad Boy Records
Def Jam Recordings
Roc-A-Fella Records
Sean Combs founded Bad Boy Records in 1993 after leaving Uptown Records, marking the start of one of hip-hop's most influential imprints. The label launched the careers of artists like The Notorious B.I.G. and Mase. Bad Boy remains active today under Combs's leadership.
What was Sean Combs's original stage name when he began his music career?
Brother Love
Diddy
Puff Daddy
P. Diddy
When Sean Combs first emerged as a solo artist and producer in the mid-1990s, he adopted the stage name Puff Daddy. Under this moniker he released his debut album and won multiple awards. He later experimented with other variations of his name.
Which Sean Combs track was dedicated to the memory of The Notorious B.I.G.?
I'll Be Missing You
Victory
Mo Money Mo Problems
Can't Nobody Hold Me Down
"I'll Be Missing You," released in 1997, was Sean Combs's tribute to his close friend The Notorious B.I.G. after his death. The song samples The Police's 'Every Breath You Take' and became an international hit. It won a Grammy for Best Rap Performance by a Duo or Group.
In what year was Sean Combs born?
1969
1968
1972
1971
Sean Combs was born on November 4, 1969, in Harlem, New York. His early years in the city influenced his career path in music and business. This date is recorded in numerous biographies and interviews.
Which artist is featured alongside Puff Daddy on 'Mo Money Mo Problems'?
Mase
Jay-Z
Busta Rhymes
Snoop Dogg
The 1997 hit "Mo Money Mo Problems" features Puff Daddy, The Notorious B.I.G. and Mase. Mase, a labelmate on Bad Boy Records, delivered the memorable verse on this single. The song became one of Biggie's posthumous chart-toppers.
Which fashion brand did Sean Combs launch in 1998?
FUBU
Sean John
Gap
Rocawear
Sean Combs founded the fashion label Sean John in 1998, focusing on urban-inspired menswear. The brand earned him the CFDA Award for Menswear Designer of the Year in 2004. Sean John continues to be a prominent name in fashion.
In which year did Sean Combs win his first Grammy Award?
1997
1996
1999
1998
Sean Combs won his first Grammy in 1998 for Best Rap Performance by a Duo or Group with 'I'll Be Missing You.' This accolade marked his transition from producer to award-winning artist. He has since earned multiple Grammy Awards over his career.
The single 'Last Night' appears on which Sean Combs album?
The Saga Continues...
No Way Out
Press Play
Forever
'Last Night' is the lead single from the 2006 album 'Press Play,' which showcased Combs's continued evolution as an artist. The track reached the top 10 on the Billboard Hot 100. 'Press Play' was his third studio album.
Sean Combs is a celebrity ambassador for which vodka brand?
Ciroc
Grey Goose
Smirnoff
Absolut
Sean Combs partnered with Diageo in 2007 to promote Ciroc vodka, eventually acquiring a significant equity stake. Under his leadership, Ciroc's sales soared, making it one of the fastest-growing premium vodka brands. Combs's marketing strategies are widely credited for this success.
In which year did Sean Combs change his stage name from Puff Daddy to P. Diddy?
2002
2003
2001
2000
In 2001, Puff Daddy announced that he would go by the name P. Diddy to refresh his image. He used this moniker during the early 2000s for album releases and public appearances. The name change was part of his ongoing personal rebranding.
Which reality TV show did Sean Combs create and host?
The Voice
MTV Cribs
America's Best Dance Crew
Making the Band
Sean Combs created and hosted the MTV reality series 'Making the Band,' which launched acts such as Danity Kane and Day26. The show ran for several seasons starting in 2002. It blended music competition with behind-the-scenes insight into the music industry.
Which university did Sean Combs attend before pursuing music full-time?
Howard University
New York University
University of Hartford
Harvard University
Sean Combs briefly attended the University of Hartford on an academic scholarship, studying business and accounting. He left in 1990 to pursue his music career in New York. His early college background helped inspire his later business ventures.
In which year did Sean Combs win the ASCAP Songwriter of the Year award?
2002
1996
1998
2000
ASCAP honored Sean Combs as Songwriter of the Year in 1998 in recognition of his prolific output and chart-topping hits. His work that year included producing and writing for artists like The Notorious B.I.G. and Faith Evans. This award solidified his reputation as a leading hip-hop songwriter.
Which community program did Sean Combs launch to support youth skill development?
Combs Youth Initiative
Daddy's House Social Programs
Bad Boy Family Foundation
Diddy Scholars Fund
In 1996, Sean Combs launched Daddy's House Social Programs in Harlem to provide career training, mentorship, and educational support for at-risk youth. The organization has expanded to multiple locations and continues to impact thousands of participants. It reflects Combs's long-term commitment to community empowerment.
In which year did The Lox sign to Bad Boy Records under Sean Combs's leadership?
1996
1994
1992
1998
The Lox joined Bad Boy Records in 1994 after gaining local acclaim in Yonkers, New York. Under Combs's mentorship, they released hits like 'Money, Power & Respect.' Their tenure at Bad Boy was a pivotal step in their career before moving to Ruff Ryders.
Which of these songs did Sean Combs NOT produce?
Hypnotize
Mo Money Mo Problems
I'll Be Missing You
California Love
'California Love' was produced by Dr. Dre and released by Tupac Shakur. Sean Combs did not work on that track, while he produced iconic hits like 'Mo Money Mo Problems,' 'I'll Be Missing You,' and 'Hypnotize' for The Notorious B.I.G.
What is the title of the Puff Daddy & the Family album released in 1997?
No Way Out
Forever
The Saga Continues...
We Invented the Remix
Following his solo debut, Puff Daddy released 'The Saga Continues...' in 1997 with his collective Puff Daddy & the Family. The album featured collaborations with Mase, The Notorious B.I.G., and others. It continued the commercial momentum of 'No Way Out.'
Which group recorded the hit 'Player's Anthem' under Bad Boy Records?
Junior M.A.F.I.A.
Total
The Lox
112
Junior M.A.F.I.A., a collective introduced by The Notorious B.I.G., scored with the 1995 single 'Player's Anthem' on Bad Boy Records. The group featured Lil' Kim and was one of the label's earliest successes. Their debut album, Conspiracy, capitalized on that momentum.
What was the first feature film in which Sean Combs appeared?
B.A.P.S.
A Raisin in the Sun
Get Him to the Greek
Monster's Ball
Sean Combs made his acting debut with a cameo in the 2003 drama 'Monster's Ball,' starring in a small role. This marked his transition into film appearances beyond music videos and documentaries. He later took on roles in comedies and other features.
What is the name of the restaurant and lounge Sean Combs opened in Manhattan in 2008?
Puff Daddy's Lounge
Justin's
Diddy's Pub
Bad Boy Brasserie
In November 2008, Sean Combs opened Justin's in Manhattan's Flatiron District, naming it after his son Justin Combs. The venue combined a restaurant and nightclub under one roof. It became known for upscale dining and live events.
Which documentary about Sean Combs was released in 2005?
Life After Death
The Price of Fame
I Am King
Can't Stop, Won't Stop
The documentary 'I Am King' debuted in 2005, offering an inside look at Sean Combs's life as a music mogul and entrepreneur. It features behind-the-scenes footage of his career and business ventures. The film received critical attention for its intimate portrayal.
In 2014, Sean Combs attempted to purchase which Major League Baseball team?
Boston Red Sox
Los Angeles Dodgers
New York Mets
New York Yankees
In 2014, Sean Combs led a group of investors in an unsuccessful bid to purchase the New York Mets. He ultimately withdrew from the process, which was won by an ownership group led by Steve Cohen. The attempt demonstrated his interest in sports franchise ownership.
Which song marked Sean Combs's first top 10 solo hit on the Billboard Hot 100?
Mo Money Mo Problems
Last Night
Can't Nobody Hold Me Down
I'll Be Missing You
'Can't Nobody Hold Me Down' was Sean Combs's first solo single to reach the top 10 on the Billboard Hot 100, hitting number one in 1997. It samples Grandmaster Flash and the Furious Five's 'The Message.' The track cemented his status as a chart-topping artist.
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Study Outcomes

  1. Analyze Career Milestones -

    Trace the evolution of Sean Combs's career from his early production days to his role as a music mogul. Gain a clear understanding of the pivotal moments that shaped his legacy.

  2. Recall Key Collaborations -

    Identify the major artists and producers Puff Daddy has worked with over the years. Strengthen your knowledge of his most significant musical partnerships.

  3. Recognize Iconic Moments -

    Spotlight the standout events and achievements in Diddy's life, from chart-topping hits to award-winning performances. Learn to pinpoint the moments that defined his public persona.

  4. Differentiate Stage Aliases -

    Understand the reasons behind Sean Combs's various monikers - Puff Daddy, P. Diddy, and Diddy - and how each name reflects a different era of his career.

  5. Evaluate Quiz Performance -

    Assess which areas of the Diddy quiz you excelled in and where you can improve. Use your results to guide further exploration of Sean Combs trivia.

  6. Discover Fun Sean Combs Trivia -

    Uncover lesser-known facts and intriguing anecdotes about Sean Combs that even die-hard fans might have missed. Enhance your trivia repertoire for future quizzes.

Cheat Sheet

  1. Early Milestones & Bad Boy Beginnings -

    Sean Combs kicked off his music production career working for Uptown Records before founding Bad Boy Records in 1993, a pivotal detail that regular Diddy trivia quiz takers should know. The mnemonic "P.B.B." (Puffy's Big Break) helps remember this era. AllMusic credits this move with revolutionizing artist control in hip-hop.

  2. Iconic Collaborations & Signature Sound -

    Combs' partnerships with Mary J. Blige, Faith Evans and The Notorious B.I.G. defined his "shiny suits" era and produced hits like "I'll Be Missing You," a staple in any Puff Daddy quiz. Think "MBFE" (Mary, Blige, Faith, Evans) to recall the major collaborators. According to Rolling Stone, these tracks cemented his crossover appeal.

  3. Entrepreneurial Empire & Cîroc Partnership -

    Beyond music, a standout fact in any diddy quiz is Combs' savvy deal with Cîroc vodka in 2007, which became a Harvard Business School case study on artist-brand alliances. Cite the "VODKA" acronym (Very Outstanding Deal Keeps Assets) to remember his beverages portfolio. Forbes highlights that this venture has generated eight-figure annual revenues.

  4. Philanthropy & Educational Initiatives -

    Through the Combs Foundation and "Making the Brand" scholarship, Sean Combs invests heavily in STEM and arts education, an often overlooked topic in many Sean Combs trivia challenges. Use the phrase "Give Back Diddy Style" to recall his charitable focus. His foundation's work is documented on the official Diddy website.

  5. Chart Success & Grammy Achievements -

    With albums like No Way Out going triple platinum and winning three Grammys, Combs holds a record in both production and performance categories. The simple formula "3P + 3G" (Triple Platinum, Three Grammys) will stick for your next Sean Combs quiz. The RIAA and Grammy archives confirm his standout accolades.

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