| 1 | Which Reggae act topped the US Charts in 1990 with Close to You? UB40, The Specials, The Stylistics, Maxi Priest | Maxi Priest |
| 2 | Which Roy Orbison song did Don Mclean cover and score a hit with in 1991? Uptown Girl, Days, Piano Man, Crying | Crying |
| 3 | Which Shawn won the 1997 Grammy for Record of the Year? Kalvin, Calvin, Kelvin, Colvin | Colvin |
| 4 | Which singer had a hit with “Frozen” in the 1990s? Elton John, Madonna, Michael Jackson, Shania Twain | Madonna |
| 5 | Which singer had a No.1 record in 1997 with “Candle in the Wind”? Rod Stewart, Mick Jagger, Elton John, David Bowie | Elton John |
| 6 | Which singer had a No.1 record with “When a Man Loves a Woman” in 1991? James Ingram, Seal, Barry White, Michael Bolton | Michael Bolton |
| 7 | Which singer hit No.1 in 1991 with “Emotions”? Gloria Estefan, Mariah Carey, Celine Dion, Whitney Houston | Mariah Carey |
| 8 | Which singer released the album “Jagged Little Pill”? Sheryl Crowe, Shania Twain, Alanis Morisette, Tina Turner | Alanis Morisette |
| 9 | Which singer took “My All” to No.1 in 1998? Mariah Carey, Celine Dion, Madonna, Britney Spears | Mariah Carey |
| 10 | Which singer vowed to “Save The Best for Last” in 1992? Alannah Myles, Mariah Carey, Vanessa Williams, Gloria Estefan | Vanessa Williams |
| 11 | Which solo artist won the 1990 Grammy for the track “Another Day in Paradise”? Phil Collins, Santana, Eric Clapton, Tony Bennet | Phil Collins |
| 12 | Which solo artist won the 1993 Grammy for Record of the Year for the song “Tears in Heaven”? George Michael, Phil Collins, Eric Clapton, Elton John | Eric Clapton |
| 13 | which solo artist won the 1996 Grammy Award for “Time Out of Mind”? Bob Dylan, Eric Clapton, Bon Jovi, Santana | Bob Dylan |
| 14 | Which solo artists hit No.1 in 1990 with “Vision of Love”? Celine Dion, Mariah Carey, Donna Summer, Whitney Houston | Mariah Carey |
| 15 | Which Stevie had a hit with a song subtitled “The Postman’s Song” in 1990? Stevie C, Stevie D, Stevie A, Stevie B | Stevie B |
| 16 | Which superstar had a No.1 hit in 1996 with “You’re Making me High”? Whitney Houston, Celine Dion, Madonna, Toni Braxton | Toni Braxton |
| 17 | Which Timmy asked for “One More Try” in 1991? Timmy B, Timmy T, Timmy C, Timmy D | Timmy T |
| 18 | Which Tommy had a hit with “I’ll Be Your Everything”? Rage, Sage, Page, Cage | Page |
| 19 | Which vocalist reached the top of the charts in 1994 with “The Power of Love”? Whitney Houston, Mariah Carey, Celine Dion, Wilson Phillips | Celine Dion |
| 20 | Which ‘weather’ had a US smash hit with “Informer” in 1993? Gale, Rain, Wind, Snow | Snow |
