Michael Penn Quiz: Hits & Highlights

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    What album earned Michael Penn the 1990 MTV Video Music Award for Best New Artist?

    • So You're Not Sean
    • Mythical Legend
    • March
    • Free-For-All
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About This Quiz

Explore the musical journey of Michael Penn, a renowned singer-songwriter and producer known for his distinctive style and influential work in the rock and alternative music scenes. This Michael Penn Quiz will test your knowledge about his career highlights, hit songs, and contributions to the music industry.

From his breakthrough album to collaborations and unique songwriting techniques, you’ll get to see how well you know this talented artist. Whether you’re a dedicated fan or just discovering his music, this quiz offers a fun challenge to deepen your appreciation of Michael Penn’s artistry. Ready to see if you can ace the quiz? Dive in and prove your knowledge of Michael Penn’s impactful music career today!

Michael Penn Quiz: Hits & Highlights - Quiz

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  • 2. 

    What singer did Michael Penn marry in 1997?

    • Aimee Mann

    • Crystal Gayle

    • Amy Winehouse

    • Madonna

    Correct Answer
    A. Aimee Mann
  • 3. 

    The songs on what Michael Penn album are set in post-World War II Los Angeles?

    • MP4

    • Silent Films

    • Mr. Hollywood Jr., 1947

    • March

    Correct Answer
    A. Mr. Hollywood Jr., 1947
  • 4. 

    A Michael Penn song title from his album "Mr. Hollywood Jr., 1947" mentions what room at The Apache?

    • 409

    • 712

    • 88

    • 3

    Correct Answer
    A. 712
  • 5. 

    What was the first single Michael Penn released, in 1989?

    • March On

    • This & That

    • No Myth

    • Underwater Adventure

    Correct Answer
    A. No Myth
  • 6. 

    What does Cupid have, according to a song title from Michael Penn's album "March"?

    • A Brand New Gun

    • Too Much Time On His Hands

    • A Boyfriend

    • A Death Wish

    Correct Answer
    A. A Brand New Gun
  • 7. 

    What Michael Penn song title is followed by "(Look What the Cat Drug In)"?

    • Seen The Doctor

    • Free Time

    • Coal

    • Long Way Down

    Correct Answer
    A. Long Way Down
  • 8. 

    Michael Penn is the son of Leo Penn and what actress?

    • Irene Dunn

    • Faye Dunaway

    • Eileen Ryan

    • Cloris Leachman

    Correct Answer
    A. Eileen Ryan
  • 9. 

    What Michael Penn video was filmed in Los Angeles in the longest hallway in North America?

    • Angels Live In My Town

    • Try

    • One Myth

    • Cupid Has A Brand New Gun

    Correct Answer
    A. Try
  • 10. 

    Michael Penn wrote the musical score for what 1997 film?

    • The Santa Clause 2

    • Chocolat

    • Ice Castles

    • Boogie Nights

    Correct Answer
    A. Boogie Nights

Quiz Review Timeline (Updated): Jun 18, 2025 +

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  • Current Version
  • Jun 18, 2025
    Quiz Edited by
    ProProfs Editorial Team
  • Feb 12, 2015
    Quiz Created by
    Thames
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