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Gray worked on her debut album in 1999.Released in the summer of 1999, On How Life Is became a worldwide smash. Despite the first single "Do Something" stalling on the charts, the release of the second single "I Try" made the album a success for Gray. "I Try" (which was originally featured in Love Jones and the Jennifer Aniston-starring vehicle, romantic-comedy Picture Perfect in 1997) was one of the biggest singles of 1999, and subsequent singles "Still" and "Why Didn't You Call Me" ensured the album becoming triple platinum in the U.S., quadruple platinum in the UK, and triple platinum in Canada.
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