Few songs in country music history have had a journey quite like “How Do I Live.”
Today, the Diane Warren-penned ballad is remembered as one of the biggest hits of the 1990s. But when it debuted on June 14, 1997, it sparked one of the most unusual chart battles country music had ever seen.
The story began when “How Do I Live” was selected for the soundtrack of the action film Con Air, starring Nicolas Cage. Rising country star LeAnn Rimes, then just 14 years old, was initially chosen to record the song for the movie.
However, producers later decided they wanted a more mature voice for the film’s version. As a result, country star Trisha Yearwood was brought in to record her own rendition.
Instead of replacing Rimes’, 43, recording entirely, both versions were released.
On June 14, 1997, the two recordings entered the charts at the same time, setting up a rare head-to-head competition between two country artists singing the exact same song.
What happened next surprised nearly everyone.
Rimes’ version quickly crossed over to pop audiences and became a cultural phenomenon. Although it peaked at No. 2 on the Billboard Hot 100, it remained on the chart for an astonishing 69 weeks, setting a record for the longest chart run in Hot 100 history at the time.
The song’s staying power proved extraordinary. For more than a decade, no recording spent more time on the Hot 100 until “I’m Yours” by Jason Mraz surpassed the mark in 2009.
Yearwood’s, 61, version found success of its own. Her recording became a major country hit, reaching No. 2 on the country charts and earning widespread acclaim. It also won her the Grammy Award for Best Female Country Vocal Performance, ensuring that both artists would forever be linked to the song’s remarkable legacy.
Nearly three decades later, “How Do I Live” remains one of the defining ballads of the 1990s and one of the rare instances where two competing versions of the same song became major hits at the same time.
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This story was originally published by Parade on Jun 14, 2026, where it first appeared in the Entertainment section. Add Parade as a Preferred Source by clicking here.
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