Follow the link for more information. Montgomery Gentry is an American country music duo founded by vocalists Eddie Montgomery and Troy Gentry, both natives of Kentucky. Eddie Montgomery and Troy Gentry began performing in the 1990s as part of two different bands with Montgomery’s brother, John Michael Montgomery. On September 8, 2017, Gentry died in a helicopter crash in Medford, New Jersey, where the duo was scheduled to perform that evening. Despite Gentry’s death, Montgomery continues to tour under the Montgomery Gentry name. Gerald Edward Montgomery was born September 30, 1963, in Danville, Kentucky. After Early Tymz disbanded, the Montgomery brothers and Gentry briefly performed as Young Country, with John Michael as lead vocalist.