Who won the MTV Best New Artist Award in 2000 for "I Try"?
Answer
Macy Gray
28 public questions with answers, drawn from the well. How many can you answer?
MTV Music Awards trivia focuses on the artists, songs, and award categories that shaped MTV’s annual celebration of popular music. This 28-question collection highlights winners of major honors, especially Best New Artist and Best Female Video, across the 1990s and 2000s.
The questions invite players to connect an award with the song that earned it, from Macy Gray winning Best New Artist for “I Try” in 2000 to Eminem taking the same honor for “My Name Is” in 1999. Other clues point to celebrated videos by Beyoncé, Jennifer Lopez, Jewel, Sheryl Crow, and Madonna. The compact topic works well for music game nights, pop-culture rounds, classroom media discussions, and fans comparing MTV’s award-era history.
Answer
Macy Gray
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Hootie & The Blowfish
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Counting Crows
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Jesus Jones
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Beyonce f/ Jay-Z
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Gnarls Barkley
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Spice Girls
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Prince & The New Power Generation
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Erykah Badu
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Alicia Keys
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Eve f/ Gwen Stefani
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Natalie Imbruglia
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Fiona Apple
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Alanis Morissette
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The Smashing Pumpkins
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Stone Temple Pilots
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C+C Music Factory
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M.C. Hammer
Good MTV Music Awards trivia questions ask players to match artists, songs, years, and award categories. Focus on Best New Artist, Best Female Video, breakthrough performers, major pop hits, and memorable award-era milestones. Questions can be easy when the song is famous or harder when players must identify a winner from a specific year.
This trivia is moderate in difficulty. Fans of 1990s and 2000s pop music may recognize many winners and songs, while casual listeners may find the year-based questions more challenging. The collection is relatively focused, so success depends less on knowing every MTV broadcast and more on remembering award results and hit videos.
Macy Gray won the MTV Best New Artist Award in 2000 for “I Try.” The song was Gray’s breakthrough single and became closely associated with her distinctive raspy vocal style. Its success established her as a prominent new voice in pop and soul music at the turn of the millennium.
Eminem won the MTV Best New Artist Award in 1999 for “My Name Is.” The single introduced his provocative, comic, and highly theatrical style to a wide mainstream audience. The award recognized a breakthrough year that helped make Eminem one of the most influential rappers of the following decade.
Beyoncé won the MTV Best Female Video Award in 2003 for “Crazy in Love.” The song, featuring Jay-Z, served as a major early solo hit after Beyoncé’s work with Destiny’s Child. Its award reflected the track’s strong visual identity, energetic performance, and impact on early-2000s pop and R&B.