Following it was the top 20 ' Daddy Won't Sell the Farm', which won its co-writer, Canadian country singer Steve Fox, the 2000 Society of Composers, Authors, and Music Publishers of Canada (SOCAN) award for Song of the Year. The song was co-written by Dave Gibson and former Pirates of the Mississippi lead singer Bill McCorvey. ' Lonely and Gone' was the album's second single, peaking at number 5 on the country charts by year's end. High radio demand for the single led to the label advancing the release date of the duo's debut album, Tattoos & Scars, from early May to April 6. It entered the Billboard country singles charts two weeks before its scheduled release date, peaking at number 13 on the country charts and 62 on the Billboard Hot 100. Montgomery Gentry released its debut single, ' Hillbilly Shoes', in early 1999. Musical career 1999–2000: Tattoos & Scars The duo later changed its name to Montgomery Gentry, and signed with Columbia Records' Nashville division in 1999. Gentry initially wanted to pursue a solo career, but after he was unable to find a record deal, he reunited with Eddie Montgomery to form a duo called Deuce, which played at local nightclubs. Gentry went solo and won the Jim Beam National Talent Contest in 1994, which led to him opening for Patty Loveless and Tracy Byrd. John Michael left for a solo career in the early 1990s. Īfter Early Tymz disbanded, the Montgomery brothers and Gentry briefly performed as Young Country, with John Michael as lead vocalist. In 1990, Montgomery founded the band Early Tymz, which included his younger brother, John Michael Montgomery, and Troy Gentry. When Montgomery was 13 years old, he played drums in his parents' band, Harold Montgomery and the Kentucky River Express. Troy Lee Gentry (Ap– September 8, 2017) was born in Lexington, Kentucky. Gerald Edward Montgomery was born September 30, 1963, in Danville, Kentucky. 2.10 2016–present: Gentry's death, Here's to You, 20 Years of Hits, Outskirts and Eddie Montgomery's first solo studio album.2.8 2011–2012: Rebels On The Run and Friends and Family.2.7 2009–2011: Freedom and Hits And More: Life Beside A Gravel Road.2.4 2004–2006: You Do Your Thing and Something To Be Proud Of: The Best Of 1999–2005.Despite Gentry's death, Montgomery continues to tour under the Montgomery Gentry name and has pursued a solo career. The helicopter pilot died at the scene and Gentry died as he was being rushed to the hospital. On September 8, 2017, Gentry died in a helicopter crash in Medford, New Jersey, where the duo was scheduled to perform that evening. In 2009, they were inducted into the Grand Ole Opry. Both the Academy of Country Music and Country Music Association named them Duo of the Year in 2000, awards for which they were nominated by one or both associations in every year until 2012. In 1999, they were awarded Favorite New Artist-Country at the American Music Awards.

Tattoos & Scars, My Town, and You Do Your Thing are all certified platinum by the Recording Industry Association of America. 3 hit, ' Gone', the most played country song by a duo in 2005. Ten more of their songs reached the Top 10 on the country chart, including the No. 1 hits, ' If You Ever Stop Loving Me', ' Something to Be Proud Of', ' Lucky Man', ' Back When I Knew It All', and ' Roll with Me'. These albums produced more than twenty chart singles on the Billboard Hot Country Songs chart, including the No. Montgomery Gentry released six studio albums for Columbia Records' Nashville division: Tattoos & Scars (1999), Carrying On (2001), My Town (2002), You Do Your Thing (2004), Some People Change (2006), and Back When I Knew It All (2008), and a Greatest Hits package. The duo is known for its Southern rock influences, and has collaborated with Charlie Daniels, Toby Keith, Five for Fighting, and members of The Allman Brothers Band.

Although Gentry won a talent contest in 1994, he reunited with Eddie Montgomery after Gentry was unable to find a solo record deal, and Montgomery Gentry was formed in 1999. They began performing together in the 1990s as part of two different bands with Montgomery's brother, John Michael Montgomery. Montgomery Gentry is an American country music duo founded by singers Eddie Montgomery and Troy Gentry, both Kentucky natives.

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