He recorded a cover of The Clash's "Train in Vain" in 1997, a cover of the Grateful Dead song "Truckin'", as well as Cheap Trick's "I Want You to Want Me".
Yoakam has never been associated only with Country music; on many early tours, he played with Hardcore Punk bands like Hüsker Dü, and played many shows around Los Angeles with Roots/Punk/Rock & Roll acts.
His stylish video "Honky Tonk Man" was the first country music video ever played on MTV.
The follow-up LP, Hillbilly Deluxe, was just as successful.
3 Pears reached #1 on the Americana Radio chart on October 29, 2012 and went on to break the 2012 record for most weeks at #1 on Americana Radio. By the end of 2012, the album was named on annual best of lists by NPR, Rolling Stone, American Songwriter, AOL's The Boot, Entertainment Weekly, The Village Voice, and Rhapsody, and has been included in more critic's "best of 2012" lists than any other artist in the country genre. In June 2014, Rolling Stone magazine ranked the song Guitars, Cadillacs #94 in their list of the 100 greatest country songs.Bio Sourced From:https://en.wikipedia.org/wiki/Dwight_Yoakam X We stand behind you 100%.
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His middle-period-to-later records saw him branching out to different styles, covering Rock & Roll, Punk, 1960's, Blues-based "Boogie" like ZZ Top, and writing more adventurous songs like "A Thousand Miles From Nowhere".
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The album, produced by Yoakam, includes collaborations with Kid Rock, Beck, and Ashley Monroe.
3 Pears was released to resounding critical acclaim and earned Yoakam the highest-charting debut of his career on the Billboard 200 and Billboard Country Albums charts.
When he began his career, Nashville was oriented toward pop "urban cowboy" music, and Yoakam's brand of hip honky tonk music was not considered marketable.
Not making much headway in Nashville, Yoakam moved to Los Angeles and worked towards bringing his particular brand of new Honky Tonk or "Hillbilly" music (as he called it) forward into the 1980s.