TLC

Career Killers: “In Pursuit of Leisure” by Sugar Ray

Prince was right about a lot of things. It is easier 2 use the numeral “2” instead of the words “too” or “to” (and U definitely save time using the letter “U” instead of the word “you”). Changing your name to an unpronounceable symbol can be an effective way of getting out of a record contract.

And he knew 1999 was going to be a party.

Many of the biggest artists that year were primarily about fun and brought the good times and vibes. Boy bands and pop princesses were starting to dominate the charts and airwaves, while Latino dance artists like Ricky Martin, Enrique Iglesias and Jennifer Lopez were exploding in popularity. Grunge was dead and upbeat rock groups like Smash Mouth, the Goo Goo Dolls, Barenaked Ladies and Third Eye Blind all had a banner year in 1999.

Arguably, none of those rock bands were as big that year as Sugar Ray.

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Career Killers: “Nathan Michael Shawn Wanya” by Boyz II Men

We’ve seen how splitting from hit-making songwriters or producers in an ill-fated bid for creative control can kill an artist’s or band’s careers. We’ve seen how record label politics can kill an artist’s or band’s careers. We’ve seen how failed musical makeovers in the face of changing times can kill an artist’s or band’s careers. We’ve seen how deteriorating personal relationships can fester and kill an artist’s or band’s careers.

What happens when all of those things happen at once? You get Boyz II Men.

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Career Killers: “Soul Dancing” by Taylor Dayne

It’s easy to forget, but at one point, Taylor Dayne was one of the biggest pop stars in the world.

The original Tay-Tay (you know, unless you count John Taylor, Mick Taylor, Roger Taylor of Queen, Roger Taylor of Duran Duran, or James Taylor) was a juggernaut from the moment she burst onto the scene in 1987, starting her career with nine consecutive Billboard Top 20 hits. In fact, each of her first seven singles hit the Top 10, including “Love Will Lead You Back,” which went to #1. She also charted well in Canada, Australia and the U.K., while several of her singles were big hits on the Billboard Dance charts. With her deep, soulful voice and dynamic range, she could seamlessly excel at a wide range of songs, including pop, R&B and ballads. In doing so, she amassed a large and devoted fan base — one that continues to support her to this day.

As the 90s got underway, it was clear that Taylor Dayne was a hit machine and pop star. What wasn’t clear, however, was whether she was an artist. Like her label-mate, Whitney Houston, Dayne’s first two albums were made up of songs from outside writers and handpicked by Arista boss Clive Davis for maximum commercial impact. For her third album, 1993’s Soul Dancing, Dayne was determined to prove she had the songwriting chops to go with her vocal and chart topping prowess.

It turns out that she did not.

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Career Killers: “In Pursuit of Leisure” by Sugar Ray

Career Killers: “Nathan Michael Shawn Wanya” by Boyz II Men

Career Killers: “Soul Dancing” by Taylor Dayne